Showing

PreviousNext property

$129

1 BR / 1 BA / Sleeps 4

Walk to beach and more with heated pool - Siesta Key vacation rentals
1 / 9

$129

Inquire

Walk to beach and more with heated pool

1 BR / 1 BA / Sleeps 4 | Quick view

Details

**NEW** Walk the soft sandy shores of Siesta Key beach from this 1 bedroom1 bath vacation rental on Siesta Key. The unit offers an open floor plan with full kitchen, dining area, and living room with flat screen TV. Through the large sliding doors you can sit out and enjoy the pool area on the screen enclosed patio. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$149

2 BR / 2 BA / Sleeps 6

Beachside getaway with heated pool - Siesta Key vacation rentals
1 / 9

$149

Inquire

Beachside getaway with heated pool

2 BR / 2 BA / Sleeps 6 | Quick view

Details

*** NEW *** Never miss a beach-scape sunset when you are just a couple hundred meters from Americans #1 beach, Siesta Key Beach. Enjoy this two bedroom two bathroom condo style unit in a great location: a short walk to the beach on a quite street but just minutes from shops, bars, and restaurants. The unit offers a …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$158

2 BR / 2 BA / Sleeps 4

1 Reviews

$158

Inquire

Bring your boat and kayak-Palm Island 2BR on canal

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

2 blocks to the powdery white beaches of Siesta Key! This 1250 square foot 2 bedroom/2 bathroom ranch sits on the canal, and is in the very private, quiet community of Palm Island. Bring your boat or kayaks! The house is newly furnished, with recently updated kitchen and baths. The open floor plan and beautiful …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Exceptional

Left on Jun 24, 2012 for a stay in May 2012

The owner was very accomodating to our needs with a quick and easy check in rental process. The house was impeccably clean and a wonderful layout amongst all the palm trees. We enjoyed relaxing on the beautiful grounds and the beach nearby. A true Florida vacation and experience

PreviousNext property

$129

1 BR / 1 BA / Sleeps 4

Steps to beach with heated pool - Siesta Key vacation rentals
1 / 7

$129

Inquire

Steps to beach with heated pool

1 BR / 1 BA / Sleeps 4 | Quick view

Details

*** NEW *** Take a look at this well appointed 1 bedroom 1 bath unit just a couple hundred meters from the #1 beach in America, Siesta Key Beach. This vacation rental unit has an open living area with full kitchen, dining area, and living room with flat screen TV. Walk through the large sliding glass doors out to the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$125

3 BR / 3 BA / Sleeps 6

1 Reviews

$125

Inquire

1 Block to beach on Siesta Key

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

This vacation rental on Siesta Key has 3 bedrooms 2 1/2 baths and pool. The two large double doors with decorative frosted glass inserts welcome you into this spacious home. The floor plan offers a very large open layout with plenty of space for entertaining. In the back this vacation rental home has a large private …
  • Wireless Internet
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great place, super location

Left on Jul 25, 2012 for a stay in May 2012

We thoroughly enjoyed our stay at your home. It was very spacious, clean and inviting. We had everything we needed and the location is wonderful.
Thanks and we would definitly recommend your home to others

PreviousNext property

$93

1 BR / 1 BA / Sleeps 4

22 Reviews

$93

Inquire

Siesta Key - 1BR Seaside Villas- Garden Apartment

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 22 Reviews

Details

Reviews

(22)

This Siesta Key deluxe townhouse rental is located in the heart of Siesta Village - just a few steps to all the shops and restaurants and only 1 1/2 blocks (it takes us three minutes to walk) to the world famous Siesta Key Crescent Beach! Relax by your private pool. These Siesta Key townhouses are equipped with …
  • Waterfront
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Parking
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(22)

Fun in the Sun

Left on Feb 08, 2011 for a stay in April 2010

The one bedroom was a bit small for us as we had two teenage boys. The boys slept on air mattresses in the living/eating area (we're glad we threw these in at the last minute). Location is great right in the heart of Siesta Key. The property as well is very nice with a pool in the back of the unit and beach access close by. A two bedroom unit would have been ideal for our family but we reserved …

PreviousNext property

$171

3 BR / 2 BA / Sleeps 7

6 Reviews

$171

Book

Private Mid-Century Modern on Siesta Key!

3 BR / 2 BA / Sleeps 7 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality furnishings offered …
  • Waterfront
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(6)

Great house, Great location, Great owners!

Left on Mar 24, 2014 for a stay in March 2014

Tiffany was there when we arrived to show us the property and answer any questions. She was so thoughtful of details that made our stay easier and she made us feel comfortable. We enjoyed eating every meal on the patio. The outdoor shower is private from the neighbors view so we were able to enjoy that as well. Within walking distance is a small beach that is perfect to fish on too. This house is…

PreviousNext property

$125

2 BR / 1 BA / Sleeps 5

5 Reviews

$125

Book

2 MINUTE WALK TO SIESTA BEACH!! (really) Clean, Comfortable, Updated 2 Bedroom Villas- GREAT VALUE!

2 BR / 1 BA / Sleeps 5 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

GREAT Value !!! MVPROPERTIES AT SIESTA KEY Contact us directly at (email: hidden) Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(5)

Thankful to work with such wonderful & accomodating owners who are honest & caring! !

Left on Jan 27, 2014 for a stay in January 2014

Everything they report that comes with the home is there! And 2 min. Walk to the private beach entrance was great! The bathroom was a little small & with 4 people a little inconvenience, but would absolutely stay again! !

PreviousNext property

$167

2 BR / 2 BA / Sleeps 6

2 Reviews

$167

Book

Beautifull Direct gulf Front 2 Bedroom Condo on Si

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Fisherman's Cove condo description Lovely 2 bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the gulf and sunrise views of the lagoon, expansive water views from every window. . Watch the sunset, the birds and ocean wild life swim by. Swim, snorkel, fish, surf or stroll the beach …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(2)

Paradise!

Left on Aug 01, 2014 for a stay in July 2014

Working with the owner to arrange our week long stay was very easy! Check in a breeze! The unit was just as pictured and clean! The proximity to the Gulf unsurpassed......steps just steps from this unit! The unit is well appointed and comfortable.There is a large walk in closet in the MBR with plenty of storage. The owner has thought of it all, from kitchen utensils to board games, to …

PreviousNext property

$100

2 BR / 2 BA / Sleeps 6

3 Reviews

$100

Book

Gulf Beach, Pool And Walk To Siesta Key Village

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

What a great location! walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before heading out for some sun…
  • Waterfront
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

The condo was clean and had many amenities of home.

Left on Jul 13, 2014 for a stay in July 2014

I had a wonderful experience at the condo. The only things I did not like was the limit on the time that children can be in the pool. The Children could only be in the pool from 11am to 1pm and then from 4pm to 6pm. This really cut down on the time my children could use the pool as we were often gone most of the day. However, this was not set by this condo owner but by the condo association. The…

PreviousNext property

$149

2 BR / 2 BA / Sleeps 5

1 / 10

$149

Inquire

Siesta Key beachside rental with heated pool

2 BR / 2 BA / Sleeps 5 | Quick view

Details

*** NEW *** Come and enjoy this two bedroom two bathroom condo style vacation rental located just a short walk to Siesta Key beach. The main living area has an open concept with living room and dining area in the first great room when you enter the unit. There is a full kitchen with breakfast bar opening off to the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$197

4 BR / 3 BA / Sleeps 7

1 / 20

$197

Inquire

4 bedroom Key West style pool home minutes to village and beach

4 BR / 3 BA / Sleeps 7 | Quick view

Details

Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle ride in the mornings …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Deck
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$130

2 BR / 2 BA / Sleeps 4

1 / 31

$130

Book

Siesta Harbour 55+ Condo with a View of Intracoast

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet cover. Full 4 pce …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

PreviousNext property

$150

2 BR / 2 BA / Sleeps 6

1 Reviews

$150

Inquire

Casita Salado -1109

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Casita Salado -1109 Welcome to Casita Salado of Villa Margarita! Enjoy an master bedroom featuring a colorful king size bed (sleeps 2) and en suite master bathroom, and a second bedroom with two twin beds (sleeps 2) and a separate living room with a very comfy, queen size sofa sleeper (sleeps 2) all of which …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

Fantastic Vacation at Siesta Key

Left on Jul 16, 2014 for a stay in July 2014

My wife and I with our two eight year old girls rented Casita Salado for ten wonderful days. The cottage was in excellent condition and was very clean. It was just a short couple of blocks to the beach. The beach cart and beach chairs were a great addition. All looked like brand new. Thank you for making our vacation fantastic.

PreviousNext property

$86

2 BR / 2 BA / Sleeps 6

1 / 17

$86

Book

Grand White Sands 303 - Walk to beach and village

2 BR / 2 BA / Sleeps 6 | Quick view

Details

White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch and 32 inch flat …
  • Waterfront
  • Sauna
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

PreviousNext property

$192

2 BR / 2 BA / Sleeps 6

1 / 21

$192

Book

Luxury Villa, Siesta Key Beach, Sarasota, Florida

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Luxurious Villa at Crystal Sands on Siesta Key Beach Florida - sleeps 6 and includes everything your family needs for your stay at the #1 beach in the USA. This Villa has easy access to the beach without leaving the property or crossing streets. Our kitchen is COMPLETELY equipped (appliances & utensils) with …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

PreviousNext property

$100

2 BR / 2 BA / Sleeps 6

5 Reviews

$100

Inquire

Siesta Key beach getaway cottage - walk to beach and village

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Get the best of both locations with this beach property. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key Village. Enter through the front door and step into the large living area of this beach cottage. Bright and sunny seating area, living room with sleeper …
  • Internet Access
  • A/C or climate control
  • Fitness Room
  • Linens Provided
  • Towels Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Great location

Left on Apr 04, 2013 for a stay in March 2013

We loved our beach cottage on Siesta Beach. The location is by far its strongest asset. You can't beat it. The cottage is roomy, the beds are comfortable and the new bathroom is lovely. The other bathroom is scheduled for renovation soon, which is good news. Everything in the kitchen worked, although the appliances are old. The cottage was clean but it's dated and the furniture is not …

PreviousNext property

$161

2 BR / 2 BA / Sleeps 6

1 Reviews

$161

Book

Our House at the Beach 504W, 5th Floor, Gulf Views, Heated Pool

2 BR / 2 BA / Sleeps 6 | Quick view
“ Average ” 1 Reviews

Details

Reviews

(1)

So what if you don't have a beach house of your own? When you stay at Our House at the Beach, you'll feel right at home. <br/><br/>Our House at the Beach 504W is located on the barrier island of Siesta Key, home to parrots, pelicans, and a beach that residents and visitors alike say has the finest and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Good view but unit needs updating.

Left on Jul 27, 2014 for a stay in July 2014

The overall location of the condo is good but it is quite a walk to get to the ocean. I would pick a place that is actually on the beach. This unit needs updating. The mattress in the master is soft. The lighting in the bathrooms is poor. The vents do not work in the bathrooms. Many of the electrical outlets also did not work. The outlets in both bathrooms would not work. The carpet also had …

PreviousNext property

$159

4294967295 BR / 1 BA / Sleeps 2

1 / 8

$159

Book

Sand Castle Cottage

1 BA / Sleeps 2 | Quick view

Details

Great location!! Right across the street from Siesta Key Beach Access #7 !! Newly renovated, beautifully decorated studio for two with full kitchen if you wish to cook and fully stocked. Located within walking distance of shopping and dinning. Cable TV, free WIFI, and free laundry use right on premises !!
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Parking

PreviousNext property

$100

2 BR / 2 BA / Sleeps 4

5 Reviews

$100

Book

Bright, updated condo, just steps to the beach.

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

We invite you to settle in to a beautiful and very large 2 bed/2 bath 1280 sq foot beauty, approximately 200 yds. from the beautiful crystal sand of Crescent Beach. Serenity abounds in calm, aqua waters and miles of the most exquisite coastal sands in the world. Our spacious condo boasts all of the pleasures of home. …
  • Waterfront
  • Sauna
  • Internet Access
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(5)

Beach trip 2013

Left on Aug 09, 2013 for a stay in July 2013

The service and accommodations were excellent. The condo was furnished with everything we needed, except food. However, a nice market was across the street. We were within walking distance of beach access which was very nice. It is only one mile from the public beach access to Siesta Key where Yoga on the Beach and Drum Circle was a big attraction for our family. The unit was clean and very …

PreviousNext property

$83

2 BR / 2 BA / Sleeps 6

13 Reviews

$83

Book

Luxurious 2 BR Condo - Short Walk to Siesta Beach

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 13 Reviews

Details

Reviews

(13)

Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two large bedrooms …
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(13)

A great place to stay

Left on Oct 18, 2013 for a stay in January 2013

My husband and I stayed in this nice condo on siesta key for 3 weeks in January 2013. It is very well equipped and nicely decorated. The complex has a very nice common area with a heated swimming pool, showers, BBQ etc...This condo is centrally located in Siesta key, minutes to the village and short rides to many interesting areas in Sarasota. The beach is within walking distance or a very short …

PreviousNext property

$107

2 BR / 2 BA / Sleeps 6

8 Reviews

$107

Book

Gulf and Bay Club 305C GulfView 3 pools, fitness room, spa, wifi

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

Roll into the lap of luxury and enjoy a unit that's still sparkling new. Siesta Key Gulf and Bay Club is known to be the finest long-stay resort in the area - and this newly renovated unit with a new air conditioning and heating system, Gulf and Bay Club 305C, trumps the competition. <br/><br/>Sleeping 6, …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Gulf and Bay Club 2011

Left on May 05, 2011 for a stay in April 2011

We have been coming to Siesta Key for many years as both renters and owners. This stay at Gulf and bay Club ranks among our best experiences. The Condo was very lovely , the grounds, pools etc exceptional and the staff a delight to interact with. The only complaint is the lack of attention to the love bug problem which seemed to catch everyone by surprise as they arrived a few weeks early.The …

PreviousNext property

$84

2 BR / 2 BA / Sleeps 6

1 / 20

$84

Book

Bay Tree Club 106, 2 bedrooms, 2 heated pools, spa, wifi,

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Nestled on the southern tip of Siesta Key is our ground-floor condo, Bay Tree Club 106. Located in an oceanfront complex, it will pamper you with brand-new HDTVs, spacious and well-appointed rooms, and a sunny lanai overlooking grassy grounds.<br/><br/>The Gulf of Mexico is just steps away from Bay Tree …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$96

2 BR / 2 BA / Sleeps 4

1 Reviews

$96

Book

Siesta Key condo on the bay with gulf view

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more.
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

We could have stayed there and not gone home!

Left on Jan 28, 2014 for a stay in December 2013

This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the big TV provide a great way to spend some restful time. Steven, the owner, is responsive to questions and keeps improving on the quality of the guests' stay, as with the addition of a kayak, which guests can use to paddle …

PreviousNext property

$130

1 BR / 1 BA / Sleeps 4

4 Reviews

$130

Book

Beautiful Siesta Key Condo. On the Water- Sarasota

1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 4 Reviews

Details

Reviews

(4)

BOOK NOW for SUMMER _ DIsCounted RATES!!! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of Siesta Key . Whether you…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(4)

Wonderful rental! Location ideal.

Left on May 01, 2014 for a stay in April 2014

This is a wonderful rental. I recommend this rental to anyone who wants a comfortable condo for their stay at the beach. It has one bedroom, a family room and a kitchen along with a flat screen TV and wireless internet. The location is ideal as it is on the Intercostal and just a few minutes from the beach. It is about a mile from the downtown area on Siesta Key and a mile in the other direction…

PreviousNext property

$126

2 BR / 2 BA / Sleeps 4

4 Reviews

$126

Inquire

Remodeled Bay Tree Club Siesta Key Vacation Rental

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Fabulous 2 bedroom/2 bath located in one of Siesta Key's finest Gulf to Bay complexes. This beautifully appointed unit epitomizes Island elegance with its hand-scraped dark hickory wood floors, plantation shutters and French doors enclosing the brick-paved lanai. The newly renovated kitchen features stunning …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Central heating
  • Suitable for the elderly - elevator access

Details

Reviews

(4)

Wonderful and restful!

Left on Aug 19, 2012 for a stay in August 2012

Lovely condo in beautifully landscaped grounds. Access to beach, 2 pools and intercoastal. Quiet area so very conducive to a restful beach vaction!

PreviousNext property

$109

2 BR / 1 BA / Sleeps 6

1 / 19

$109

Inquire

Elegant 2 bedroom 1 bath Siesta Key vacation rental with easy beach access

2 BR / 1 BA / Sleeps 6 | Quick view

Details

Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living space for 4. The master bedroom is furnished with a queen-size bed and guest bedroom is furnished with two twin-size beds. The unit is equipped with a flat …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$100

1 BR / 2 BA / Sleeps 4

2 Reviews

$100

Book

Siesta Key Steal Ebb Tide #8- 1BDR- 2 BATHS!!

1 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

APRIL 18TH-25TH--- ONLY ONE WEEK LEFT !!! Your Seasonal Home away from home! One bedroom---2 BATHROOMS ! This is my Home- not someone's investment!! Chance for great seasonal Siesta deal. Hopefully you will return every year! Great retirement getaway for two; or friends looking for a relaxing beach …
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Patio
  • Suitable for children

Details

Reviews

(2)

Great vacation at a lovely home

Left on Feb 05, 2015 for a stay in December 2014

We had a weeks vacation in this lovely clean condo prior to XMAS holidays. It was not a hotel or motel- it was like being at home. The beds ( queen in bedroom and queen sleeper sofa in living room) were extremely comfortable with soft and comfortable linens. Our daughter loved the idea of her own bathroom! The weather was cold so we spent alot of time in. There was nothing missing in the …

PreviousNext property

$250

3 BR / 3 BA / Sleeps 6

1 Reviews

$250

Inquire

Stay on Siesta, Beach House @127

3 BR / 3 BA / Sleeps 6 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

This beautiful 3 bedroom 3 full bath home features unique siesta architecture only 50 steps to the world famous Siesta Key Beach sand and 2 blocks to the Village. Impecabbly furnished this home has balconies on every floor to view the gulf of mexico and white sandy beaches of famous siesta key! The beautiful kitchen …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great House in the perfect beach

Left on Sep 02, 2012 for a stay in September 2012

This is the best beach I have seen in my many travels around the world

You can see Dolphins and sting ray in the waist deep water

Many shells and sand sooooo thin it is like dust

The house i Nice and modern and very well furnished with 3 flat screen TVs

The only minus is if you are with big family there is no Dining room with high table

We were 4 adults and 3 kids and used the coffee tables …

PreviousNext property

$185

2 BR / 2 BA / Sleeps 6

1 / 17

$185

Book

Reserve Now,Beautiful condo on Siesta Beach#1 USA

2 BR / 2 BA / Sleeps 6 | Quick view

Details

I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and direct dial …
  • Waterfront
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

PreviousNext property

$400

4 BR / 4 BA / Sleeps 8

2 Reviews

$400

Inquire

Villa Champagne

4 BR / 4 BA / Sleeps 8 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

Villa Champagne Welcome to “Villa Champagne”, one of the most fabulous vacation homes in Siesta Key. It’s also one of the most popular favorites among our many guest families. The magic begins as you enter the foyer of this beautiful villa and gaze across the expansive living area, then further out across the …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(2)

Great location and spacious place

Left on Oct 21, 2014 for a stay in October 2014

There were 6 adults and 4 children (ages 3-6) that stayed here and we had more than enough room with the great layout of the house. The location was great (Avineda Del Mare is just off Beach Road, just down from the public parking lot) but was "too far" to walk to Siesta for the children, so we drove. However, for adults or teens, it would have been do-able (approx. 3-4 blocks).

The supply…

PreviousNext property

$115

2 BR / 1 BA / Sleeps 4

1 / 6

$115

Inquire

Stay on Siesta - Sun and Sea

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Enjoy the relaxed Siesta Key lifestyle at this comfortable 2 bedroom duplex on the beach side, just steps to award winning Siesta Key Beach. Experience swimming in the Gulf or at the beautiful community pool and then enjoy snorkeling at nearby Point of Rocks Enjoy a quieter area of Siesta Key, close to the Beach, …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$314

4 BR / 4 BA / Sleeps 12

5 Reviews

$314

Inquire

Siesta Key Deluxe Townhouse & Garden Apt (4 BR's)

4 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

These Siesta Key deluxe townhouse rentals are located in the heart of Siesta Village - just a few steps to all the shops and restaurants and only 1 1/2 blocks (it takes us three minutes to walk) to the world famous Siesta Key Crescent Beach! Relax by your private pool. These Siesta Key townhouses are equipped with …
  • Waterfront
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(5)

Good time

Left on Apr 10, 2014 for a stay in November 2013

My wife and I stayed in the Garden apartment in November 2013. It was a very good time. It is very clean like all of the Sunnyside Properties. It is a small unit that is just fine for a couple. It is right by the pool. It is very close to the Village and Beach, so all of the fun is very accessible. The grocery store is just a couple blocks away.

I would recommend this place to anyone interested …

PreviousNext property

$550

4 BR / 3 BA / Sleeps 12

1 / 35

$550

Inquire

The Grand Canal Cottage

4 BR / 3 BA / Sleeps 12 | Quick view

Details

The Grand Canal Cottage THE GRAND CANAL COTTAGE: The Grand Canal Cottage, perhaps one of Siesta Key’s favorite luxury vacation homes, is a highly landscaped canal-front private luxury home featuring a heated pool with sun shelf and a separate 8-person spa. It is situated on Siesta Key within two walking blocks of …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$184

3 BR / 2 BA / Sleeps 6

3 Reviews

$184

Inquire

Bay Views - Beautifully Updated! on Siesta Key

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

FREE High Speed Wireless Internet ! - just bring your Laptop. Just steps from the Pool, Club House, and picnic area with gas Weber grills. Across the street from Crescent Beach!! Our three bedroom two story townhouse in Gulf & Bay Club Bayside is in a complex of Key West style town homes all with their own one car…
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(3)

relaxing holidays don't get much better than this.

Left on Jul 10, 2010 for a stay in September 2009

We have returned to this property for 2 weeks in the autumn for about the last 8 years and it just gets better and better. Originally our kids were young teenagers and now they are in their 20's ( and still keen to join us ) and each year Siesta Key offers something new. Just sitting on the Lania watching the passing boats on the ICW is bliss. On arrival we are always pleased to see what …

PreviousNext property

$215

3 BR / 3 BA / Sleeps 6

1 / 12

$215

Inquire

Stay on Siesta - Island Bliss

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Island Bliss is one of the most elegant and comfortable houses that Siesta Key has to offer. This is one of the rare houses that is conveniently located behind The Village of Siesta Key and still has its own private dock on a canal. Ride your bike or walk to the beach and all the great shops and restaurants. Enjoy …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

PreviousNext property

$221

3 BR / 2 BA / Sleeps 8

23 Reviews

$221

Inquire

Beachfront Condo - 3-Bedroom-Luxury in Siesta Key

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 23 Reviews

Details

Reviews

(23)

You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal and boat docks in back. This three bedroom unit has a king size…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(23)

Family Vacation

Left on Feb 07, 2011 for a stay in July 2010

It was a beautiful and wonderful experience. Loved the ocean view. Great area. Can't say enough about the place.
Overall excellent!!!

PreviousNext property

$300

4 BR / 3 BA / Sleeps 9

1 / 24

$300

Inquire

Casa De Suenos

4 BR / 3 BA / Sleeps 9 | Quick view

Details

Casa De Suenos Welcome to “Casa De Suenos”, one of the most fabulous vacation homes in Siesta Key. Newly constructed in 2013! The magic begins as you enter the foyer of this beautiful casa and gaze across the expansive living area, and deck area. You know already you made the right choice for your family and …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$93

2 BR / 2 BA / Sleeps 6

5 Reviews

$93

Inquire

Tropical landscape, easy access, affordable rates.

2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 5 Reviews

Details

Reviews

(5)

This 2 bedroom 2 bath unit is located on the intercoastal and just 1 mile south of Siesta Key public beach. There are no stairs to worry about here! With this unit you are on the ground floor steps to the parking lot, heated pool, and community facilities. Enjoy beautiful views of the intercoastal from the pier or …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Sauna
  • Internet Access
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Our family enjoyed the time in Florida.

Left on Jun 03, 2010 for a stay in May 2010

We chose the condo from information on the internet. We were comfortable with the condo but did not find all of the amenities that were listed. We were disappointed that there wasn't a fitness center, sauna/spa or easy access to the beach from the condo as listed in the ad.

PreviousNext property

$500

4 BR / 4 BA / Sleeps 10

2 Reviews

$500

Inquire

Siesta Key Vacation Rental with Dock and Beach Access

4 BR / 4 BA / Sleeps 10 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

***NEW PROPERTY*** This luxury Siesta Key vacation rental gives easy access to both Siesta Key Beach and a day dock for your boating and fishing needs. With four bedrooms, three full bathrooms, and two half baths this property has plenty of room for up to 10 guests. Its private pool area and out door kitchenette is …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Absolutely wonderful home and location

Left on Aug 18, 2014 for a stay in August 2014

This home was breathtaking. We are a very big family with kids and adults. The house was immaculate and cleaned to perfection. We would recommended this home to any & everybody. We were beyond satisfied with the stay here ! My family and I are very picky and we couldn't say one bad thing about the house. It was quiet and the pool was so nice to have. The space in the house was more than adequate …

PreviousNext property

$200

2 BR / 2 BA / Sleeps 6

1 / 10

$200

Book

Just a walk on the sugar sand beach siesta keys

2 BR / 2 BA / Sleeps 6 | Quick view

Details

The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances, including a dishwasher, microwave and washer and dryer for your convenience. Off the large living room there is a balcony overlooking the grounds. The master bedroom suite also opens onto a balcony and has an en-…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Wheelchair accessible

PreviousNext property

$200

3 BR / 3 BA / Sleeps 8

1 / 9

$200

Book

Siesta Key Beach House

3 BR / 3 BA / Sleeps 8 | Quick view

Details

Our home is situated directly on the sand with 3 bedrooms, 3 full baths, a great room upstairs with panoramic views of the beach, plus an attached garage. There is a community pool and patio with an indoor area minus the masses you will typically find in the high rise condominiums here on Siesta Key/Cresent beach. …

PreviousNext property

$215

3 BR / 3 BA / Sleeps 8

28 Reviews

$215

Inquire

Seaside Villas - Deluxe Townhouse in Siesta Key

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 28 Reviews

Details

Reviews

(28)

This deluxe townhome is ideally located in the heart of Siesta Village on Siesta Key off Sarasota Florida, just a few steps to all the shops and restaurants and only 1 1/2 blocks (it takes us three minutes to walk) to the world famous Siesta Key Crescent Beach! Relax by your private pool. This Siesta Key townhouse is …
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(28)

Great location

Left on Feb 04, 2011 for a stay in January 2011

Villa is just as pictured, very spacious. You couldn't ask for more central location to beach and restaurants. Pool was heated to 86 and very comfortable

PreviousNext property

$400

5 BR / 5 BA / Sleeps 14

1 / 24

$400

Inquire

Island Sol

5 BR / 5 BA / Sleeps 14 | Quick view

Details

Island Sol ISLAND SOL: Welcome to Island Sol, our exclusive 5+ bedroom, 4.5 bath home with approximately 4,000SF of air conditioned space in Siesta Key. Across the open entry and living room, you look out beyond the exterior lanai into the private courtyard which features an enclosed heated swimming pool surrounded by…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$69

2 BR / 2 BA / Sleeps 6

1 / 47

$69

Book

Gulf and Bay Club 502D Beach Front, 3 Heated Pools, Gym, Beach

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Gulf and Bay 502D will perfectly suit six nice people who deserve a month of total reward and relaxation on Crescent Beach. The resort club is unrivalled for repeat guest satisfaction and its location is smack in the middle of what the Travel Channel insists is the best sand beach in America. If you and your family …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$150

2 BR / 2 BA / Sleeps 6

1 / 29

$150

Inquire

Casita Sonrisa - 1117

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Casita Sonrisa - 1117 Welcome to Casita Sonrisa of Villa Fiesta! Enjoy an master bedroom featuring a colorful king size bed (sleeps 2) and en suite master bathroom, and a second bedroom with two twin beds (sleeps 2) and a separate living room with a very comfy, queen size sofa sleeper (sleeps 2) all of which …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$221

3 BR / 2 BA / Sleeps 6

16 Reviews

$221

Inquire

Beachfront Condo- 3-Bedroom-Upscale in Siesta Key

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 16 Reviews

Details

Reviews

(16)

You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal and boat docks in back. This three bedroom unit has a king size…
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(16)

Great! Everything you need

Left on Feb 04, 2011 for a stay in November 2010

The owners have thought of everything...Wii.. umbrellas, Walk to Beach great grill...heated pool! Fun Walk to the Village.Fun

PreviousNext property

$67

1 BR / 1 BA / Sleeps 4

3 Reviews

$67

Book

Crystal Sand 406, 4th floor, Gulf View, 2 heated Pools

1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Every sunset is a memorable experience at our condo at Crystal Sands 406 in Siesta Key. Overlooking the placid Gulf of Mexico, our 4th-floor condo on the shores of Crescent Beach is a great venue for your next sun, sea, and sightseeing vacation!<br/><br/>Rated one of the Top 10 Beaches of the World, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Wonderful stay at the Crystal Sands condo

Left on Jun 04, 2012 for a stay in May 2012

We have been going to Siesta Key for over 20 years, always staying at different condos. I will always stay at the Crystal Sands location now. It is a beautiful complex! We were close enough to walk to Crescent Market, the post office and several other shops and places to eat. Just a few steps out the door to the beautiful Siesta Key Crescent beach. Every unit in this building has a full view…

PreviousNext property

$69

2 BR / 2 BA / Sleeps 6

9 Reviews

$69

Book

Gulf and Bay Club 204C, Beach Front, 3 pools, spa, wifi

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

Come vacation on the white sands of Siesta Beach! When you stay at our condo at Gulf & Bay Club 204C, you'll enjoy luxury and comfort in more than 1,500 sq ft of beachfront property, including a lovely lanai. And use of resort amenities is included! 28 day minimum stay.<br/><br/>Gulf & Bay Club 204C is …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(9)

Left on Dec 06, 2010 for a stay in November 2010

We really enjoyed our stay. The condo was very comfortable and well equipped. Looking forward to a return trip to this property.

PreviousNext property

$199

2 BR / 2 BA / Sleeps 6

1 / 37

$199

Inquire

Beachfront Condo Complex - Two BR - Heated Pool - Luxury - Siesta Key

2 BR / 2 BA / Sleeps 6 | Quick view

Details

This gorgeous Siesta Key luxury beach view condo is directly on world famous Crescent Beach located mid-Key, just south of the south bridge and right across the street from South Village with fast access on/off the island. This Siesta Key vacation rental condo is located in the Siesta Breakers Condominium Complex. The…
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask
1 2345
page 1 of 5
Load more