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Vacation Rentals & Beach Rentals in Siesta Key

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67 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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$289

Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

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$188

Luxury Villa, Sleeps 6 Comfortably Located on Siesta Key Beach, Sarasota Florida

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 8 minutes

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$205

Charming Siesta Key Condo, Walk to Beach, Pool

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 44 minutes

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$117

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 29 minutes

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$160

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

Siesta Key apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 50 minutes

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$194

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. 14 minutes

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$139

Enchanting Toes In The Sand Gulfront Condo

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Relaxing and stress free” When they advertise toes in the sand, that is true advertising you open the door step out and your toes are in the sand. We are already Looking at dates to go back .

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$195

Siesta Key-House of Sun, 2 bdrm/2 bath-Gulf View

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$177

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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$285

"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. 50 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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$350

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. 1 hour 53 minutes

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$189

Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 9% 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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$122

Siesta Key Beachfront Condo with Gulf View!

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 7 minutes

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$158

Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save 9% to 25% per Week*

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

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$208

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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$452

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 11 minutes

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$422

Siesta Key Inn - Sea Spray #123

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

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$227

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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$235

Three bedroom house directly on beach with gulf vi

Siesta Key house

3 bedrooms / 4 bathrooms / sleeps 7

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$347

Great rentals within 20 miles that match your search

Moonmist Villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

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$220

Oceanfront 3 bedroom Condo on Longboat Key- Available in Summer ONLY

Longboat Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

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$177

Runaway Bay

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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$153

Luxury Venice, Florida Gulf Coast Condo

Venice apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 7 minutes

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$95

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

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$104

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

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$271

SARASOTA : Paradise for golfers and beach lovers

Sarasota house

4 bedrooms / 3 bathrooms / sleeps 8

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$268

Executive Retreat Beautifully Appointed Pool Home in desirable Heritage Harbour

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 27 minutes

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$103

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

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 6

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$172

Luxury Venice Florida 4 Bedroom home with Pool

Venice villa

4 bedrooms / 3 bathrooms / sleeps 8

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$295

Lovely beachside villa

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 5

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$215

Vacation Heated Pool Home near Shamrock and Beaches

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

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$177

Private Siesta Key Condo On Water

Sarasota condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 6 minutes

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$157

Timberwoods Vacation Villa Best Value in Sarasota

Sarasota villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 59 minutes

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$282

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

2 bedrooms / 2 bathrooms / sleeps 5

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$174

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...

Responds fast! avg. 2 hours 37 minutes

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$117

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