Showing

PreviousNext property

$130

2 BR / 2 BA / Sleeps 4

Siesta Harbour 55+ Condo with a View of Intracoast - Siesta Key vacation rentals
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

$300

4 BR / 3 BA / Sleeps 9

Casa De Suenos - Siesta Key vacation rentals
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

$150

2 BR / 2 BA / Sleeps 6

Coral Reef Casita - 1123 - Siesta Key vacation rentals
1 / 35

$150

Inquire

Coral Reef Casita - 1123

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Coral Reef Casita - 1123 The Coral Reef and Star Fish Casitas are two separate units which can be uniquely configured to create Villa Brisa Marina, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross]. The décor is …
  • 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

$450

5 BR / 3 BA / Sleeps 14

Pura Vida Oasis - Siesta Key vacation rentals
1 / 26

$450

Inquire

Pura Vida Oasis

5 BR / 3 BA / Sleeps 14 | Quick view

Details

Pura Vida Oasis This spectacular bright cheerful, canal front cottage with heated pool & spa has 5 bedrooms/3 baths that can sleep up total of 13. As you enter Pura Vida Oasis, you will notice an eclectic wine storage rack and desk area awaiting on your right and a lovely dining area with seating for the entire family…
  • 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

$115

2 BR / 1 BA / Sleeps 5

5 Reviews

$115

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

$400

4 BR / 2 BA / Sleeps 12

Villa Mantequilla - Siesta Key vacation rentals
1 / 24

$400

Inquire

Villa Mantequilla

4 BR / 2 BA / Sleeps 12 | Quick view

Details

Villa Mantequilla Welcome to Villa Mantequilla, a lovely butter colored 4 bedroom, 2 bath pool cottage just 1 block from the Village and 3 blocks to the beach. This remarkable 4 bedroom home features a beautiful pool that overlooks the canal & a private fishing dock. You’ll love the sense of complete privacy offered…
  • 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

$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

$250

4 BR / 3 BA / Sleeps 8

1 Reviews

$250

Inquire

Well appointed canal front home

4 BR / 3 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

This luxury Siesta Key vacation rental was built on the Grand Canal in 2005 and offers 3 bedrooms plus bonus room with 3 full baths. Its great location gives it access to Siesta key beach and Siesta Key village yet secluded enough for you to relax and enjoy the peace and quiet; no thru traffic here. Its well appointed…
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great House and Location

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

Rent Siesta Key was great to work with. The home was gorgeouse,the location to the beach and village were perfect. The hot tub jets didn't have the thrust I would prefer. We would definitly rent the house again and from Rent Siesta Key.

PreviousNext property

$137

2 BR / 2 BA / Sleeps 6

2 Reviews

$137

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

$400

4 BR / 2 BA / Sleeps 12

1 / 25

$400

Inquire

La Casa Verde

4 BR / 2 BA / Sleeps 12 | Quick view

Details

La Casa Verde The waterfront cottage, 'La Casa Verde' is a very luxurious and large four [4] bedroom canal front heated pool home with two very large bathrooms in approximately 2,800SF of air conditioned living space. As you approach the home you are immediately drawn into it by volumes of lush, lavish tropical …
  • 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

$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
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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

$80

2 BR / 3 BA / Sleeps 4

1 / 14

$80

Book

Full Gulf View on Siesta Key's quiet southerly end

2 BR / 3 BA / Sleeps 4 | Quick view

Details

Stunning sunset views from this 2nd floor unit directly overlooking the Gulf of Mexico a nice distance south of the noise and congestion in Siesta Key Village. * Full kitchen with all of the equipment you need to enjoy your stay, plus a "kitchen office bar" to stay in touch with the office, family and …
  • Waterfront
  • Ocean or water views
  • Sauna
  • Wireless Internet
  • Washing Machine
  • Suitable for children - over five
  • Suitable for the elderly - elevator access

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 Welcome to Island Sol, our exclusive 5+ bedroom, four and one-half [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 …
  • 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

$129

1 BR / 1 BA / Sleeps 4

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

$143

2 BR / 3 BA / Sleeps 6

2 Reviews

$143

Inquire

Walk to the village or the beach, everything is in reach.

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

Details

Reviews

(2)

Enjoy this upscale townhome located within walking distance of Siesta Key Village and Siesta Key beaches. It features a private heated pool decadent finishes in a quite neighborhood just around the corner from shopping, restaurants, bars, and beaches. Walk into this charming 2 story townhome and you will see that not …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Beautiful condo excellent location and beach

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

The condo was very clean, comfortable and well appointed. It has a private pool and only steps to Siesta Key Village and a few minutes to the beach.
My family enjoyed our stay and would definitely return to this beautiful condo.

PreviousNext property

$105

1 BR / 1 BA / Sleeps 4

4 Reviews

$105

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

$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

$76

2 BR / 2 BA / Sleeps 6

1 / 47

$76

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

$89

2 BR / 2 BA / Sleeps 4

1 / 41

$89

Book

Gulf and Bay Club 409B 2 bedrooms, Beach Front, Heated Pool, Gym

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Perfect for guests looking for a rental of one month or longer, your time spent at Siesta Key Gulf & Bay Club #409 is guaranteed bliss. <br/><br/>Confirmed to be the "Best Sand Beach in America" by the Travel Channel, Siesta Key's residents and renters alike know they've got a very good thing. On Florida's…
  • 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

$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

$158

3 BR / 3 BA / Sleeps 7

4 Reviews

$158

Inquire

A 3 suite home with pool and plenty of room.

3 BR / 3 BA / Sleeps 7 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Renovated summer/fall of 2011 and is now ready to accommodate you for a great vacation on Siesta Key. This single-family home offers three bedrooms and three bathrooms; no need to share here! Two of these are large suites with brand new bathrooms, one with a king-size bed and one with a queen-size bed. The main living…
  • Internet Access
  • A/C or climate control
  • Fitness Room
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Elegant Home with all the Comforts

Left on Apr 30, 2012 for a stay in April 2012

The house is close enough to the village to bike or walk if you enjoy a little exercise, and the owner has two great bikes to borrow if you choose to enjoy the neighborhood and canals. The kitchen is equipped with everything you need to make great meals at home and a nice grill for your fresh seafood or steaks as well. We were very impressed with the elegant, but functional décor...and …

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

$89

2 BR / 2 BA / Sleeps 6

9 Reviews

$89

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

$350

2 BR / 2 BA / Sleeps 6

1 / 21

$350

Book

Siesta Dunes 201, 2nd Floor, Spa, Beach, Large Heated Pool, Wifi

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, it's easy on the wallet while its lovely atmosphere makes it a great home to return to for relaxing …
  • 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

$89

2 BR / 2 BA / Sleeps 6

1 / 52

$89

Book

Gulf and Bay Club 102B Beach Front, Luxury Ground Floor unit

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Love sunsets? How about white sand, plush beds, a choice of three pools, swans ... and a little shuffleboard? If this sounds like a month or more of paradise, you'll immediately love life at Siesta Key Gulf and Bay Club #102B. Book now for a stay of 28 or more days.<br/><br/>This ground floor condo 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

PreviousNext property

$172

2 BR / 3 BA / Sleeps 6

1 Reviews

$172

Inquire

Siesta Key Village Town Home with Heated Pool

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

Details

Reviews

(1)

Upscale town home with private heated pool in superb location. Find yourself just around the corner from Siesta Key village and a short walk or bike ride to Siesta Key beach. Situated on a quite street with lush landscaping, this town home can sleep up to 6 guests. On the first floor you will find a family room …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Cozy getaway from brutal winter

Left on Dec 16, 2014 for a stay in December 2014

We rented this town home for 1 week to get away from the brutal winter we have been having back home. We were looking to come down as a last minute trip and found this property. We booked it right online at www.RentSiestaKey.com and was confirmed within minutes. Check-in was a breeze via an electronic lock and the home was very clean. You can not beat the location, just a block from all that …

PreviousNext property

$115

3 BR / 3 BA / Sleeps 6

2 Reviews

$115

Inquire

Spacious vacation rental condo with lagoon views, beach access, and pool

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

Details

Reviews

(2)

Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accomodate you and your guests. The main living area has large family room with 65" flat screen TV, 6 person dining room, full kitchen, and half bath. Upstairs the large master suite with king-size bed and 40" flat screen TV…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

This is a spacious, lovely condo. We would stay again!

Left on Feb 04, 2013 for a stay in January 2013

This 3 bedroom, 2 1/2 bath condo was in a superb location on the property and in the Siesta Key area itself. The pool was a very short walk away. The beach was across the street, with a nice pedestrian crossing area, so I didn't worry about dashing with my young daughter. The condo's kitchen was well equipped and very clean. The living room was very big and the sofas were comfortable and fit …

PreviousNext property

$67

2 BR / 2 BA / Sleeps 6

2 Reviews

$67

Book

Gulf Beach, Pool And Walk To Siesta Key Village

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

Details

Reviews

(2)

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

(2)

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

$150

2 BR / 2 BA / Sleeps 6

1 / 28

$150

Book

Siesta Key Townhouse across from Pristine Sand & Blue Waters

2 BR / 2 BA / Sleeps 6 | Quick view

Details

“Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a vacation home as comfortable as your own home. Just a walk across the street to Siesta Key's world famous #1 Beach. This split-level townhouse, has 2 bedrooms (King in Master and Queen in …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$300

4 BR / 4 BA / Sleeps 12

1 / 33

$300

Inquire

Villa Dom Brisa

4 BR / 4 BA / Sleeps 12 | Quick view

Details

Villa Dom Brisa Villa Dom Brisa or "Sun Breeze" at 1123-1125 Crescent Street is another beautifully decorated, exciting new 4BR/4BA/2Kit home recently added to our boutique collection of fine vacation homes at The Cottages. This home is part of the Las Brisa complex of two beautiful 4-BR homes offering unique sleeping…
  • 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

$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

$145

1 BR / 1 BA / Sleeps 4

10 Reviews

$145

Inquire

Sea Crest on Siesta Key ..Vacation Rental Condo's

1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 10 Reviews

Details

Reviews

(10)

Located directly on Crescent Beach with private pool..... Sea Crest on Siesta Key sits right on the beach and has our own private gated access to the sand. Roomy one bedroom unit is fully furnished and has a seperate bedroom and in the living room we have an additional sleeping sofa if needed..The unit is fully …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(10)

Sensational

Left on Apr 06, 2011 for a stay in March 2011

I've visited Siesta Key my entire life and Sea Crest has become that second home in Siesta Key. No matter what unit we stay in, it is always clean, stocked, and has everything we need to provide the vacation away from home. Plus, every unit provides us direct access to the beach within 100 steps. Whether we are sitting on the beach, cooking out at the picnic area, or chillin by the pool, it's …

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)

Available after April 18th, 2015!! Discounts for 10 days or more- email for pricing!! 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! …
  • 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

$129

2 BR / 3 BA / Sleeps 4

1 Reviews

$129

Inquire

Large double suite Siesta Key vacation Rental Condo with water views

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

Details

Reviews

(1)

Come in and enjoy this spacious condo with water views of the intercostal in the quite and tropical community of Bay Oaks. This 2 bedroom 2 bath unit has plenty of space for 4. The generous kitchen is equipped with everything you would need when staying 1 week or a month. The living space is open concept with a …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great spot for our vacation

Left on Mar 12, 2014 for a stay in March 2014

We stayed one week this March and had a great experience. The unit is tucked away at the end of the street with a covered parking spot for the unit. Check-in was as simple as arriving at the unit anytime after 3pm and getting the key from the lockbox on the front door. The unit itself was clean and very comfortable. We had breakfast and dinner on the balcony overlooking the water almost every day…

PreviousNext property

$215

4 BR / 3 BA / Sleeps 10

1 Reviews

$215

Inquire

Spacious Siesta Key Canal Front Vacation Rental Home

4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Take a look at this spacious canal front home on Siesta Key with heated pool. This home is great for a large family or even two families with its open floor plan. Enter the home through the double French doors and down the foyer into the heart of the home; the open family room, living room w/ fireplace, and eat-in …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Beautiful place for quite vacation

Left on Mar 03, 2014 for a stay in January 2014

The property was as pictured, most everything is brand new when my family and I had stayed here. There is more than ample room for everyone to convene in the living spaces. We were the first guests to stay at the property since renovation so there were a few kinks to still work out however the management company was prompt in addressing them. The beds were comfortable. The master bath with the …

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

$400

4 BR / 4 BA / Sleeps 12

1 / 26

$400

Inquire

Villa Cascada

4 BR / 4 BA / Sleeps 12 | Quick view

Details

Villa Cascada Point of Rocks, located just south of the Stickney Point Bridge, the most notable location on Siesta Key, is blessed with the soft, white quartz sand found on Siesta Key beach, but geologically unique and named for the formation of limestone rock that extends from the beach out into the Gulf of Mexico. …
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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, 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 the world’s most …
  • 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

$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

$84

2 BR / 2 BA / Sleeps 6

2 Reviews

$84

Book

Excelsior 107, 1st Floor, 2 heated pool, spa, wifi, beach access

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

Details

Reviews

(2)

With the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of paradise! Located in a luxurious resort with everything from heated pools and outdoor grills to private beach access, it's a tropical getaway on one of the world's finest beaches.<br/><br/>Just yards from the …
  • 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

(2)

Great place to stay!

Left on Jun 20, 2011 for a stay in June 2011

We had a great time and were glad we decided to stay 2 weeks.

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

$116

2 BR / 2 BA / Sleeps 6

1 / 20

$116

Inquire

Stay on Siesta - Tropical Retreat

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Tropical Retreat is a fabulous waterfront home in the middle of Siesta Key Village on “Boating Water.” You can walk to the beach, shops, boutiques, casual and 5 star dining. After a long day at the beach, enjoy the quiet confines of this beautifully updated home with HD TV's in all the bedrooms, Blu Ray player, Wi…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

PreviousNext property

$86

2 BR / 2 BA / Sleeps 5

1 / 39

$86

Book

Grand accomdation on USA #1 Beach - Siesta Key Fl

2 BR / 2 BA / Sleeps 5 | Quick view

Details

Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water way, marina, tennis …
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly
  • 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

$200

2 BR / 2 BA / Sleeps 6

1 / 24

$200

Inquire

Orchid Villa - 1127

2 BR / 2 BA / Sleeps 6 | Quick view

Details

Orchid Villa - 1127 The Orchid and Hibiscus Villas are two separate units which can be uniquely configured to create “Villa Cascada," an absolutely beautiful and stunning private pool home. (Please note: These units can be rented separately. If one unit is not available, please inquire about the availability of the …
  • 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

$400

5 BR / 4 BA / Sleeps 12

1 / 24

$400

Inquire

The Topping Cottage

5 BR / 4 BA / Sleeps 12 | Quick view

Details

The Topping Cottage The Topping Cottage is a very luxurious and large five [5] bedroom, three and one-half [3.5] bath home with approximately 3,000SF of air conditioned space in Siesta Key. As you enter the foyer, you immediately notice the huge, spacious, bright living room with voluminous, high ceilings dwarfed only…
  • 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

$100

2 BR / 2 BA / Sleeps 4

28 Reviews

$100

Inquire

Fab.Waterfront 2/2 Cert. of Excellence Winner 2014

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 28 Reviews

Details

Reviews

(28)

Siesta Key, Sarasota upscale vacation rental unit with a direct view of the intercoastal water. Lush, tropical landscaping in well maintained Bay Oaks.Breathtaking view of the intercoastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on Siesta Key! Sit on the lanai…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(28)

Great location & accommodation

Left on Jan 23, 2013 for a stay in December 2012

I have had the pleasure of staying at this apartment 8 times over the last 10 years. It is really clean and comfortable and 30 seconds away from the communal pool.

Great restaurants and shopping nearby together with one of the best beaches in the world.

Many happy memories with the family.

PreviousNext property

$121

2 BR / 2 BA / Sleeps 6

2 Reviews

$121

Book

Best beach in US again!, great location,updated!

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

Details

Reviews

(2)

We've got everything you need to make this your best vacation ever! The Vista Hermosa complex is very well maintained, quiet and a friendly atmosphere. Beautifully updated well equipped kitchen with granite counter tops and all the comforts of home. 2 queens beds in guest room with new bedding, comfy king in master …
  • Internet Access
  • A/C or climate control
  • Central heating
  • Porch
  • Parking
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(2)

Quiet, clean and comfortable retreat.

Left on Dec 02, 2013 for a stay in November 2013

Four of us stayed at this condo during November, 2013. The condo was very clean, and comfortable. It was nice having access to the bbq, which we used, as well as a beautiful pool. It was a quiet area yet close to a drugstore, 7-11, shops and restaurant. We all enjoyed our stay here, and it was great for each of us couples to have our own bathrooms. We bought groceries and cooked quite a few meals…

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
1 23
page 1 of 3
Load more