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Vacation Rentals & Beach Rentals in Siesta Key

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55 beach rentals

Jamaica Royale #92 on the #1 Beach in the USA!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$287

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 16 minutes

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$196

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

Responds fast! avg. 1 hour 19 minutes

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$178

Charming Siesta Key Condo, Walk to Beach, Pool

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 38 minutes

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$108

"Safe & Clean" -Honeymoon Suite - Gulf views - next to Siesta Key Beach

Siesta Key apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 10 minutes

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$218

Ebb Tide #8 1Bdr-2 Baths! Like 2 Condos!

Siesta Key apartment

1 bedroom / 2 bathrooms / sleeps 4

“Wonderful vacation” We really liked the coziness of the condo. Everything you needed to hit the beach was there and everything you needed in the kitchen to make your meals was thought out too! We really loved the shower off the bedroom! Great shower heads . We would definitely come back

Responds fast! avg. 3 hours 3 minutes

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$171

A Siesta Tropical Retreat - Island Pool Oasis -super close to Village & #1 beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

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$449

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

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$248

"Safe & Clean" Royal Palm Suite, Exceptional, Beach Views from all 3 balconies!!

Siesta Key apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Fabulous” Last summer My Wife myself and our three daughters stay in the honeymoon suite and had such a wonderful experience we decide to give the Royal Palm Suite a try, and we were really impressed everything was neat and clean, the pre teen girls 4 of them lived in the pool I enjoyed the new gas grill put it to use everyday of our 5 day 4 night stay Thanks Virginia for such a fabulous time, also thanks to Daniel for his diligence in ensuring we had wifi. WE plan on returning next year,and by the way it is exactly 60 steps to the beach I counted.

Responds fast! avg. 1 hour 10 minutes

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$343

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

4 bedrooms / 4 bathrooms / sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

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$361

Beachfront Condo Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

Responds fast! avg. 2 hours 13 minutes

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$205

Siesta Key Beachfront Condo with Gulf View!

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 40 minutes

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$172

Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 10% to 25% per Week*

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

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$130

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save 10% to 25% per Week*

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$200

Siesta Key Beachfront 3 Bedroom Home, Sarasota

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 9

“Beautiful House!” Beautiful house, perfect location, great communication with owner. Lots of dishes/pots/pans for cooking, it was extremely clean and well maintained house. Our family loved our stay and will definitely rent this house again. Thank you David for sharing your gorgeous place with us.

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$680

Siesta Key - 2bdrm on the beach - amazing views!!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.

Responds fast! avg. 1 hour 49 minutes

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$423

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

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$246

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$257

Three bedroom house directly on beach with gulf vi

Siesta Key house

3 bedrooms / 4 bathrooms / sleeps 7

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$373

Great rentals within 20 miles that match your search

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

2 bedrooms / 2 bathrooms / sleeps 5

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$205

Luxury Venice Florida 4 Bedroom home with Pool

Venice villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 34 minutes

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$293

Luxury Venice, Florida Gulf Coast Condo

Venice apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 27 minutes

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$94

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

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$67

Timberwoods Vacation Villas Best Value in Sarasota

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 6

“Great place, great time.” We have stayed here many times. It meets our needs exactly and we can always depend on knowing exactly what to expect...

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$278

BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

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$291

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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$469

Clean comfort in Bradenton book now

Bradenton caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

“great place to stay we loved it” nice and clean it had everything we needed close to beachs very clean park everyone was so nice and friendly can,t wait to go back thank Doug and Ronda Rogers

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$59

Anthony Beach Cottages Gulfview Condo

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

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$261

Lovely beachside villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

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$209

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 4

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$156

Las Hermanas/Starfish #2 Beachfront Longboat Key

Longboat Key apartment

1 bedroom / 1 bathroom / sleeps 4

“Paradice on the beach” We really enjoyed our stay at Las Hermanas/ Starfish, right on the beach, nice sand and great view of the ocean and sunsets. Very clean and well appointed rooms. Good parking. Handy laundry room.

Responds fast! avg. 3 hours 37 minutes

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$183

Walk to beach & St Armand's Circle !!!

Sarasota guest house

1 bedroom / 1 bathroom / sleeps 2

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$180

BEACHFRONT VENICE CONDO: DISCOUNTED LOW RATES, OLYMPIC POOL, FREE Wi-Fi

Venice condo

1 bedroom / 1 bathroom / sleeps 6

“A little hot, but very relaxing.” It was the perfect size for the four of us. The villa is old, but it has been taken care of. It was great to have the pool right outside our door. The beach was not too far from the villa. It furnished the sheets and towels! Where we usually go we have to bring our own. The Lanai was too hot to use during the day and the house air couldn't cool it down (we tried one day), but some evenings it was nice enought to sit out there. July isn't a good month for that. The little town is nice, clean and kind of quiet in the summer. Shopping and restaurants arent too far of a drive either. Some of the people we met have been vacationing in the courtyard villas there for years. Everyone was really nice. We really enjoyed our stay and would go back.

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$132

Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“"Home from Home"” A very well appointed apartment in a great location that had everything you would wish for to enhance your vacation experience. A real home from home that is clean, well furnished and spacious. The owners have been great to deal with and nothing is too much trouble. I have already recommended this accommodation to friends who were similarly impressed and we will be staying here for the third time later this year.

Responds fast! avg. 3 hours 18 minutes

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$122

Sandy Pointe #205

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

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$127

ZILLI VILLA

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 49 minutes

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$417

Canal front home in gated community

Nokomis house

3 bedrooms / 2 bathrooms / sleeps 6

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$134

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rentals in Siesta Key

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