Siesta Key Vacation Rentals

(357 rentals)
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1 BR | 1 BA | Sleeps 4 | Quick View

$232

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This 1 bedroom Apartment is centered on the second floor it has a king bed in the master bedroom a sleeper sofa in the living room, enjoy lunch on the screened in Lanai over looking the Gulf of Mexico. The kitchen has recently been updated this unit features Flat screen TV's and private wireless for ...

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Property Type

Siesta Key Apartment

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Welcome to Crystal Sands Unit 507! We would love to have you stay with us in our luxury 2-bedroom 2-bath fully furnished Gulf Front vacation rental on award winning Crescent Beach. Siesta Key is famous for beautiful turquoise water full of sea life and white powdery crystal sand beaches. Enjoy all our ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$174

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy a perfect vacation in this spacious 2 bedroom, 2 bath large villa. With 2 Queen and 2 Twin beds, this is the perfect villa even for a large family up to 6. From this villa, you are just steps to Crescent Beach - world renowned whitest sand. Enjoy Wi-Fi community internet access, a 32" flat ...

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Property Type

Siesta Key Villa

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Beautiful remodeled and decorated gulf view 2BR/2BA condo. Balcony to enjoy the view and gulf breeze and nice accommodations to entertain and enjoy Siesta Key Beach living. Only steps to the pool, the powdery white sand beach and pristine Siesta Key Waters. 

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Property Type

Siesta Key House

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2 BR | 1 BA | Sleeps 4 | Quick View

$157

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy the beach life in this recently upgraded villa just a few steps from beautiful Siesta Key Beach. The entire villa has been newly painted and contains all new windows, window treatments and flooring. The master bedroom features a queen bed with new coastal furniture, and the guest bedroom has 2 twin ...

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Property Type

Siesta Key Villa

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Great 2BR/2BA with wonderful Gulf and beach Views from living room, master bedroom and large balcony! Completely remodeled in Fall of 2015 with everything new! Less than 50 steps away from the pool and beach!

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Chic and relaxed 2BR/2BA Beach View unit that sleeps 4! Washer/dryer. Grab bars in master bath. Parking Space #15

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

4.5 rating on other travel sites

$237

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the Gulf on ...

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Property Type

Siesta Key Condo

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6 BR | 5.5 BA | Sleeps 14 | Quick View

5.0 rating on other travel sites

$767

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

This tranquil canal-front home is a unique configuration of two units: Sophie's Cottage and Villa Champagne. Each home offers their own common spaces that include a kitchen, dining area and outdoor living spaces with a private heated pool. Sophie's Quartier is centrally located near Siesta Key Village ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

The completely updated 6th floor unit in Casarina has a magnificent gulf view, exceptional pool, hot-tub and BBQ area, and a prime in-garage parking space, steps from the elevator.

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Property Type

Siesta Key Condo

"Wonderful apartement"

We really enjoyed our vacation in the great and large Apartement. Furnished great. Large kitchen with work island, dining bar with 2 high chairs and well equipped kitchen. The living room is practically ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the closest condos to the ...

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Property Type

Siesta Key Condo

"quaint and quiet"

This was our 1st visit to Siesta Key, and won't be the last. We stayed in unit 311-B and it was a wonderful stay. The unit had everything a family needs to enjoy their vacation. We loved the Gulf in ...

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2 BR | 2 BA | Sleeps 6 | Quick View

$230

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach located on the 1st floor and end of the building. This apartment is a well appointed 2 bedroom, 2 bathroom with fully equipped kitchen. This unit features Private wireless internet, 1 King, and 2 Twin beds, and a sleeper ...

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Property Type

Siesta Key Apartment

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2 BR | 2 BA | Sleeps 6 | Quick View

$169

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

This unit features a King bed in the master with a brand new bathroom, the guest bedroom offers a queen bed where there is a washer and Dryer in the unit for your convenience. The Second bathroom was added in late 2013. There is a new kitchen that will delight the chef in each of you. The living room ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 4 | Quick View

$174

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

2 Bedroom/ 2 Bath Large Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.

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Property Type

Siesta Key Villa

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2 BR | 1 BA | Sleeps 5 | Quick View

$157

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Quick notes: " 2 bedrooms, 1 bath " Sleeps 5 " Free-standing villa - no shared walls or floors/ceilings! " Private in-unit high-speed internet " Smart/HD TVs with Hulu in living room and bedrooms " Five-night minimum.Welcome to ...

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Property Type

Siesta Key Villa

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta Key Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the ...

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Property Type

Siesta Key Condo

"Siesta Key"

Fabulous location! The unit needed a few repairs-shower door but the repair man was there within hours of being called. A great experience.

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2 BR | 2 BA | Sleeps 4 | Quick View

8

Distance to beach: 0.2 miles to Siesta Key Beach

$185

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Our adorable unit – Casita Siesta - is located at Gulf & Bay Bayside on Siesta Key, on the bay just south of Sarasota and with private beach access to world-famous Siesta Key Beach. It is a lovely 2 bdr/2 bath unit with a spacious living room and sunny lanai. The master bedroom has full bathroom ...

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Property Type

Siesta Key Condo

"Thank you for the hospitality."

We have stayed at this Unit 1344 in the first week of May, 2022. First of all, I would like to thank the owners of this Unit for their hospitality. Dave was always extremely nice and helpful. Also the ...

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Top floor, outstanding beach & gulf views! Newly remodeled in 2012! All new stainless kitchen and granite countertops! Fragile glass furnishings, may not be child friendly. Walk-in Shower in the Master Bath with grab bar. Parking Space #34

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Property Type

Siesta Key House

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2 BR | 1.5 BA | Sleeps 4 | Quick View

3

Distance to beach: 0.3 miles to Siesta Key Beach

$250

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

*Calendar month rentals only*June- November (six-month lease) - $3500 per month plus utilities June- November (three-month lease) - $3900 per month plus utilities December - $6500 per month plus utilities January, February, March, and April - $7900 per month plus utilities May - $3900 per month ...

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Property Type

Siesta Key Bungalow

"Perfect location to enjoy Siesta Key – wonderful hosts – stay here!"

Choose this home for its fantastic location, hosts and amenities - easy walk to the beach or downtown Siesta Key, but feels miles away from the crowds in its tropical setting.The home was perfect for ...

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1 BR | 1 BA | Sleeps 4 | Quick View

$135

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. ...

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Property Type

Siesta Key Villa

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

THE BEACH IS CALLING AND I MUST GO!! *We invite you to come stay with us in the Crescent Arms South Tower--Condo 601S--directly on the #1 famous Crescent Beach with a FULL view of the Gulf on a private 32 foot lanai.*Decorated in a "beachy motif" with granite counter tips in the kitchen ...

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Property Type

Siesta Key Condo

"Wonderful week at Crescent Arms 601S!"

Couldn’t have asked for a better location on the beach! Condo was absolutely spotless and everything about this rental was wonderful from the communications with the owner to everything inside the condo. ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated PoolLocated right in the Heart of Siesta Village, Sarasota FL - Short Walk to Crescent BeachVILLAGE WEST: This Siesta Key one bedroom ground floor condo vacation rental is located right in the heart of Siesta Village ...

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Property Type

Siesta Key Condo

"Great location!"

The location of this rental was perfect. We were able to walk into the village to shop and eat within a few minutes. Drive time to local attractions was minimal.

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Enjoy the beautiful view from this newly remodeled and updated 3 Bedroom 3 Bath Executive Unit.2 Walk-in Showers, Flat screen TV's in all bedrooms. Washer/Dryer Parking Space #23

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Property Type

Siesta Key House

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1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: -100.0 feet to Crescent Beach -- we are located on the beach

$180

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Sea Crest on Siesta Key is a small 40-unit condominium complex at 1129 Seaside Drive consisting primarily of one-bedroom units with separate bedroom, one efficiency, and one two-bedroom, two-bathroom unit. A true old style Floridan resort. Enjoy our one bedroom condo just a few steps to our private ...

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Property Type

Siesta Key Condo

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1 BR | 1 BA | Sleeps 4 | Quick View

6

Distance to beach: 20 yards to Siesta Key Beach

$179

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

We are full turnkey condos. Our laundry facilities, gas grills around the pool, in unit cleaning supplies and dishwasher detergent are complementary. We are easily within walking distance to the Main Siesta Key beach (100 ft & across beach road to access #10) and the "Village"(most of the ...

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Property Type

Siesta Key Condo

"Great Place to Stay that Likes Pets"

We had a nice stay here. The parking is no issue and about 1 block from the beach. Long walk to the village, but is walkable. Our AC happened to lock up, but they were able to get somebody there in just ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach(Two Bedroom Beachview Unit for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world famous Crescent Beach these Siesta Key beachfront ...

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Property Type

Siesta Key Condo

"Nice beach, bad red tide"

Unit was clean and close to the beach. Sufficient kitchen supplies, however, frying pans scratched up , wouldn’t use them. Linens and towels clean. Dishwasher and refrigerator clean and in working condition. ...

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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.2 miles to Siesta Key

$278

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

NEWLY REMODELED - LUXURY WATERVIEW CONDO FOR COUPLES or Families GETAWAY - POOLS, GYM, TENNIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic condo, grab your beach gear and take a short walk and you'll hit the beach . ...

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Property Type

Siesta Key Condo

"Awesome condo!"

Loved everything about the condo and the grounds! Great pool area and views everywhere! Condo has all you need and owner was great to work with! Can't wait to be back!

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2 BR | 2 BA | Sleeps 4 | Quick View

$174

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to D15 here you will truly find all the comforts of home, the owners have decorated this unit to give their guest the best with relaxation on everyone's mind you will find it here. The living room has all new furniture, including a 60" TV for your viewing pleasure. The Master bedroom features ...

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Property Type

Siesta Key Villa

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to our Siesta Key home located directly on the world famous white sand Crescent Beach! This unit was privately owned for over 30 years and has been recently made available for rental. Our condo is a recently updated, meticulously maintained 2515 square foot, 3 bedroom, 3 bath, 2 patio unit with ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

$175

avg/night

View Details

Key Amenities

  • Air conditioning

About this property

2 Bedroom/ 2 Bath Large Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.Welcome to A04 Villa! This unit offers updated tv's in the bedrooms & living room, bedspreads, offers villa's private internet service, located closer to the pool as well as rec. room, ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

$174

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

This lovely unit has just been remodeled and is awaiting your arrival. There is free high speed internet and long distance telephone in the U.S. and Canada, heated pool and screened lanai. This unit can occupy up to 6 persons. Villa C6 features new living room furniture, a 50" Plasma HDTV with ...

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Property Type

Siesta Key Villa

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2 BR | 1 BA | Sleeps 6 | Quick View

$158

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

2 Bedroom/ 1 Bath Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.Completely remodeled, spacious two bedroom villa with room for the whole family. Sleeps six with pullout couch. Brand new kitchen, flooring, paint and bedroom carpeting. Open floor plan is perfect ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

4

$260

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

This colorful custom 3rd floor unit has a commanding view of the Gulf of mexico.This special unit has been decorated by a pro, and shows it! This is an adults only unit, perfect for a mature couple who can take excellent care of things and appreciate the fine nature of this unit.From the modern ...

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Property Type

Siesta Key Condo

"AMAZING view!"

This condo has it all! This is the first condo I have ever stayed at that had ALL the kitchen utinsels you could ever need (minus and Instant Pot, but it does have a crockpot)! The view makes it seem ...

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2 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to beach: 100 feet to Crescent Beach

$283

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Relax and listen to the waves while sitting on your private lani. You're on the top floor (6th) of the Siesta Breakers Condominium, a private, gated facility with direct access to Crescent Beach, the #1 Top Rated beach in the USA.This luxury 2 bedroom 2 bath apartment, has been kept up to date and ...

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Property Type

Siesta Key Condo

"Siesta Key"

Owner is warm, professional and easy to talk to. Condo is large and open with a beautiful sunset view. Kid-friendly. Entrance to condo is first one on right after getting off bridge which is so convenient ...

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Great Beach View 2BR/2BA that sleeps 4. Washer/dryer in unit. Shower/tub in each bath. Parking Space #21

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Property Type

Siesta Key House

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2 BR | 1 BA | Sleeps 5 | Quick View

$163

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Welcome to Villa A14! You'll love this newly-remodeled (January 2019) villa! It is located on the beautiful white-sand shores of Crescent Beach, recently rated the #1 beach in the USA! This is a 2 bedroom, 1 and a 1/2 bath private villa just steps away from the beach and the heated pool. The master ...

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Property Type

Siesta Key Villa

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Open and comfortable 2BR/2BA Gulf View unit that sleeps 4. Complete renovation in2009. Great new kitchen with wider aisle, Corian countertop and extrabright cove lighting. Washer/dryer in utility room. Unitequipped with a 50” flat screen HD TV with a DVD player attached and a 19” flatscreen ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Pool

About this property

PLEASE CONTACT US FOR FLORIDA RENTALS SPECIAL DISCOUNTS RATES!VOTED #1 BEACH IN AMERICA! JUST MINUTES TO YOUR DOOR WAY. THREE POOLS, SHUFFLE BOARD, GRILLS, PRIVATE BEACH AREA, LAUNDRY FACILITIES, PATIO FOR COOKING AND EATING OUTDOORS. SHORT WALK TO SOUTH VILLAGE WITH RESTAURANTS, GROCERY STORE, NIGHT ...

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Property Type

Siesta Key Condo

"Sandpiper #23"

The property was generally in good shape, clean and made for a pleasant stay. We also felt safe and the property was fairly priced.

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2 BR | 2 BA | Sleeps 5 | Quick View

$174

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Casa Blanca is within walking distance of Crescent Beach Village restaurants and shops, with Siesta Key Village just a short drive north on the key. Our villas are located between the pool area and famous Crescent Beach. Each villa is individually decorated, fully equipped and professionally landscaped. ...

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

$174

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

2 Bedroom/ 2 Bath Large Private Villa, Close to Pool, Clubhouse, and Laundry. A few Steps to our Private Beach.Additional person fees may apply.

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Property Type

Siesta Key Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

$230

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen

About this property

Come stay in our recently updated Oceanfront condo on Siesta Key - best beach in Florida! Our spacious beachfront home 1080 Square Feet sleeps up to 6 guests and is directly ON the #1 Beach in America"! Unit #206 is part of The Casablanca Vacation Beach Resort and Crescent Beach is right outside ...

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Property Type

Siesta Key Apartment

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to La Siesta Unit 112! This quiet 2-bedroom 2- full bath end unit is located on the ground floor of the La Siesta Condominiums complex with a direct walk out access to all Siesta Key Beach amenities. ***We are COVID friendly, clean, and have ANTI-VIRAL UV LIGHT TREATMENT HVAC system***. We are ...

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Property Type

Siesta Key Apartment

"Awesome"

We were so happy with our stay ! The condo was perfect And the owner was so attentive if we had questions or concerns The location ! Can’t say enough Walking distance to the most beautiful beach ...

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Nice 2BR/2BA Gulf View unit that sleeps 4. Grab bars in master bath. Washer & dryer in unit! Parking Space #44

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Property Type

Siesta Key House

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$255

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

Newly renovated, 4th floor condo with gulf views, a private beach, and a private fishing pier. This space was completely renovated in 2020 with all new features (including central AC) and furniture throughout. The fully-stocked kitchen is equipped with everything you need for a home-cooked meal. With ...

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Property Type

Siesta Key Condo

"Literally steps to the beach & steps to nighttime fun!"

We LOVED the location of the condo in Bradenton Beach. Left the sliding door open at night to listen to the ocean waves crashing. Took 10 steps out the porch for morning yoga on the beach! The beach ...

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3 BR | 2 BA | Sleeps 8 | Quick View

4.9 rating on other travel sites

$269

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FLTop beachfront unit at Fisherman's Cove!! Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, ...

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Property Type

Siesta Key Condo

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Great 2BR/2BA with wonderful Gulf Views from living room, master bedroom and large balcony! Completely remodeled in Fall of 2016 with everything new! Stainless appliances, bright decor, ceiling fans and flat screen TV's in all rooms! King in master, 2 Queens in guest room and sofa sleeper in living room. ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 5 | Quick View

3

Distance to beach: 0.0 miles to Siesta Key beach also known as "Crescent Beach"

$234

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool

About this property

Spectacular remodel with open concept design maximizing beach views and sounds. The million dollar view you always wanted and can now enjoy.Fully equipped modern, clean kitchen with beach view, stainless steel appliances, ice maker, dish washer, granite counters and back splashes and custom cabinets.Secure ...

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Property Type

Siesta Key Condo

"Excellent location"

Staff was super friendly and accommodating! Condo was clean, comfortable and in a great location, on the beach and close to shopping, restaurants, etc . We would definitely stay here again!

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Beautifully decorated 1800+ sq. ft. 2BR/2BA with white and light blue Cape Cod style furnishings. Wonderful Gulf view! Leather sofa. King bed in master, two double beds in guest room and queen size Murphy bed in the LR. Two walk-in showers each with seats and grab bars. Elegant formal dining area and ...

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Property Type

Siesta Key House

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Recently renovated to include open-style living with a brand new kitchen and island. Granite counter tops, high ceilings and stainless steel appliances (including super quiet Bosch dishwasher and French door refrigerator with two ice-makers). This unit includes a large balcony with access from the living ...

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Property Type

Siesta Key House

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Siesta Key Vacation Rentals

Siesta Key Weather

 | 

7122°  5111°
JANUARY
Ocean 6418°
7423°  5412°
FEBRUARY
Ocean 6518°
7725°  5814°
MARCH
Ocean 6719°
8127°  6217°
APRIL
Ocean 7323°
8630°  6820°
MAY
Ocean 7826°
8932°  7323°
JUNE
Ocean 8228°
9133°  7423°
JULY
Ocean 8530°
9133°  7524°
AUGUST
Ocean 8730°
8932°  7323°
SEPTEMBER
Ocean 8529°
8529°  6719°
OCTOBER
Ocean 8228°
7926°  6016°
NOVEMBER
Ocean 7524°
7423°  5412°
DECEMBER
Ocean 6921°

Find the Beach Vacation of a Lifetime with Siesta Key Vacation Rentals

Interested in a beach vacation for your next spring break or a long weekend away? Though the great state of Florida is known for its many scenic beach towns, there are some that cater more to those looking for a quiet, relaxing trip and some that are perfect for an exciting vacation full of non-stop fun in the sun. What if you could find a beach city that offers the best of both worlds for a truly well-rounded vacation? 

Nestled just south of Sarasota, Siesta Key, FL, is a spirited city along the Gulf Coast that offers just as many opportunities for R&R as it does for nightlife, watersports, and unforgettable adventures in the great outdoors. Though the island of Siesta Key itself is only about eight miles long, it’s jam-packed with enticing restaurants, unique shops, and glittering white sand beaches as far as the eye can see. 

As a major vacation destination along Florida’s Gulf Coast, there are many hotel options to choose from during your stay, with varying proximities to the beach. However, if you’re looking for a truly immersive experience during your trip to Siesta Key, you won’t get it at a crowded commercial hotel! 

Browse Siesta Key vacation rentals from FloridaRentals to find the perfect rental home for your beach vacation. Whether you’re looking for a sunny, romantic getaway for you and a loved one, or you’re bringing the whole family along, you’re sure to find an incredible property. Look for one that offers authentic local architecture, plenty of space to spread out during your downtime, and close proximity to all of the best features the city has to offer.

Siesta Key, Florida Travel Tips

There’s a reason why oceanside Florida cities like Siesta Key tend to be popular destinations during springtime. While temperatures may be warmest on average in the summer months, this time of year also has the highest levels of precipitation and humidity. Unfortunately, this makes it more difficult to enjoy outdoor activities. 

In mid to late spring, temperatures in the air and water are warm and comfortable without too much rain or humidity expected. This makes it easy to take part in all of your favorite pastimes, including surfing, boating, wakeboarding, or simply catching some rays on the sand. 

The closest airport to Siesta Key is the Sarasota/Bradenton International Airport, which lies around 11 miles north of the city center. Most visitors will fly into this airport for its easy access, though the area can also be reached relatively quickly by way of the Tampa International Airport.

How to Spend Your Vacation to Siesta Key House Rentals

It’s no surprise that most Siesta Key vacationers spend more time at the beach than anywhere else during their visits. The most popular beach destination is Siesta Key Beach, which was ranked the #1 Beach in the U.S. by TripAdvisor’s Traveler’s Choice Awards in 2020. The gentle waves, powdery white sand, ample parking, and plentiful concession stands are just some of the reasons why many visitors choose to lounge their day away at Siesta Key Beach. 
Those who are interested in an unforgettable outdoor experience shouldn’t miss out on a trip out on the water with Adventure Kayak Outfitters. You’ll have the choice of a guided kayak tour of the nearby Exotic Mangrove Tunnels or a kayak rental to make your own adventure. You’re sure to spot some incredible wildlife like dolphins, exotic birds, and manatees along the way.
Yearly Events in Siesta Key

Siesta Key is closely linked with the nearby city of Sarasota. The two cities share many of their annual events, creating even bigger and better celebrations for locals and tourists alike to enjoy. 

One annual event that’s already become a mainstay in the local culture is the Annual Downtown Sarasota Craft Festival. This unique arts and crafts show features a wide variety of media, including pottery, paintings, jewelry, photography, and much more, alongside the scenic white-sand beaches. Visitors can peruse and purchase unique wares from local artisans, including soaps, spices, plants, and even kettle corn. 
Runners visiting Siesta Key can get in a great workout while supporting a great cause at the Annual Andrew Monroe Memorial Scholarship 5K Run/Walk. All funds raised during this event are donated to the Sarasota Community Foundation Scholarship, which helps local athletes train to their full potential and achieve their goals.  

Best Eats Near Siesta Key Rentals

Whether you’re in need of some casual seaside grub for the family after a long day at the beach or looking forward to a romantic date night with your significant other, Siesta Key has a huge variety of delicious and eclectic eateries fit for every taste and occasion. 

For a hearty steak, you can’t do much better than Summer House Steak & Seafood. This stylish eatery offers sustainably sourced steaks alongside a variety of unique sides, salads, beverages, and desserts that are sure to satisfy. Additionally, Summer House offers a full menu of seafood dishes. It takes full advantage of the city’s close proximity to fresh seafood and offers plenty of surf and turf options for hungry visitors. 

Island House Tap and Grill is a local favorite for casual yet memorable eats in Siesta Key. With a varied menu that includes everything from tacos to burgers to ceviche, as well as plenty of refreshing cocktails, you’re sure to enjoy a delicious and satisfying dinner with your family.


FAQ

How many vacation rentals are there in/around Siesta Key?

There are 357 Siesta Key vacation rentals available on FloridaRentals.com. From condo rentals to house rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Siesta Key?

There are vacation rentals available in Siesta Key for as low as $102 per night with an average price per night of $231.

Can I find a vacation rental in Siesta Key?

Yes, you can find vacation rentals in Siesta Key close to Sieta Beach, Turtle Beach and Crescent Beach. Don't forget to stop in to Point of Rocks or Siesta Farmer's Market.

Do any vacation rentals in Siesta Key have a pool?

Yes, there are 78 vacation rentals with a pool in Siesta Key on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Siesta Key vacation rentals on the ocean?

There are 48 oceanfront rentals in Siesta Key available on FloridaRentals.com. Use our filters to search and book yours today!