Siesta Key Vacation Rentals with Private Pool

(64 rentals)
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1 BR | 1 BA | Sleeps 3 | Quick View

9

Distance to beach: 0.5 miles to Siesta Key Main Beach

$135

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Sweet Siesta Key Condo, Spacious and Quiet One Bedroom Vacation Rental with 2 Queen beds in bedroom, walking distance to Siesta Key Main Beach. You really don't even need a car on this vacation. There is a free Siesta Key Trolley to take you to the Village and back, and to the many restaurants, shops, ...

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Property Type

Siesta Key Condo

"Snowbirds in Paradise"

Perfect beach condo and pet friendly! Exceptionally clean, spacious, easy walk to the beach, heated pool, quiet location, and stocked with everything you could possibly need - just amazing! Sue is most ...

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2 BR | 1.5 BA | Sleeps 4 | Quick View

26
Owner special: We still have opening this summer!

Distance to beach: 200 yards to Crescent Siesta Key Beach

$195

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool
  • Rentals by owner

About this property

Located in beautiful Siesta Key, Fl (consistently ranked #1 beach in the US!!) in Midnight Cove 1, this bayside condo spoils its occupant with all the amenities and luxuries needed for a relaxing, tropical vacation. Nestled amid lush landscaping in this gated community, our unit is newly remodeled and ...

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Property Type

Siesta Key Condo

"Breath taking"

The Condo was everything that was described. Very cozy and comfortable. Could live that life year round. Pools were nice. Beach service was very convenient. The office was nice to answer any questions. ...

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2 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.4 miles to Siesta Key Beach

$476

avg/night

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Key Amenities

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

About this property

Location, location, location!! New pool and spa just completed! Waterfall edge from spa to pool and deck jets. New landscaping with additional seating areas near pool and canal. Also, lots of green space to enjoy too!Canal home in heart of the Siesta Key Village, no need for a car! Steps away ...

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Property Type

Siesta Key House

"Excellent"

The house was extremely clean and nothing was missing. Loved my stay from beginning to end. Melissa checked in a few times to make sure I was happy. I would stay at this home again. It has raised my bar ...

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4 BR | 4 BA | Sleeps 12 | Quick View

9

Distance to beach: 0.3 miles to SIESTA KEY BEACH

$308

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

PLEASE CONTACT US FOR AVAILIBILITY FOR EACH UNIT AND FOR FLORIDA RENTALS SPECIAL DISCOUNTED RATES! THIS PROPERTY BOOKS WEEKLY FROM SATURDAY TO SATURDAY. DUPLEX: 1 FIRST FLOOR 2 BED/ 2 BATH UNIT AND 1 SECOND FLOOR 2 BED/ 2 BATH UNIT. PLEASE NOTE THE RATE SHOWN IS FOR EACH INDIVIDUAL 2 BED/ 2 BATH UNIT. ...

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Property Type

Siesta Key Apartment

"Great vacation spot"

We enjoyed our stay. We rented for one week and it is in an amazing location. You can walk to everything and it is extremely close to the store, which is awesome!

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1 BR | 1 BA | Sleeps 4 | Quick View

5

Distance to beach: 100 yards to Crescent Beach

$206

avg/night

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Key Amenities

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

About this property

Simply relaxing one bedroom condo with a king bed facing the pool area and just a few steps to the private entrance to" Siesta Key #1 beach" white quartz sand beach . Additionally a Lazyboy queen memory foam sofa sleeper for separate sleeping area if needed Unit includes a full kitchen for ...

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Property Type

Siesta Key Condo

"Fabulous"

We stayed at La Siesta in Siesta Keys. This was our sixth time at this resort and have loved it each time. This time we stayed for three weeks and just loved it. We did not rent a car, but used the local ...

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2 BR | 2 BA | Sleeps 6 | Quick View

1

$327

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Private pool

About this property

RENOVATED 2020!!! From the lanai and your private patio, you are directly on the beach where it is easy to keep an eye on the children playing, or walk down to the Gulf of Mexico for a swim. Located on Turtle Beach, Siesta Key's quiet south end - this lovely Gulf front first floor unit with large washer ...

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Property Type

Siesta Key Condo

"Beautiful Condo!"

This Condo is well appointed and is in the perfect spot right on the beach of the Gulf! We we're ableto walk out to the beach from our back door and see the canal out the front. We cooked in the kitchen ...

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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
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

There is no way you can get closer to the water than this! Sitting outside and having your morning coffee listening to the waves is so relaxing. Having a glass of wine and watching the sun set is the perfect way to end the day. This amazing unit has it all! The Primary bedroom has a king bed and its ...

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Property Type

Siesta Key Condo

"Wonderful condo"

We stayed at this condo and loved our stay. The ocean was so close beautiful sunsets and everything one would need for a wonderful stay. There are many fishermen hence why it’s called fisherman’s dove ...

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1 BR | 1 BA | Sleeps 3 | Quick View

Distance to beach: 20 yards to Crescent Beach, Siesta Key

$288

avg/night

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Key Amenities

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

About this property

Unit 113 is one of the largest, 1 bedroom hi-rise units in Horizons West, Siesta Key, Florida and has recently undergone a full renovation by a Chicago designer. The interior was fully demolished and rebuilt. No detail or expense was spared in completing the perfect beach condo: large panoramic ocean ...

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Property Type

Siesta Key Condo

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2 BR | 2 BA | Sleeps 5 | Quick View

4

Distance to beach: 100 feet to Crescent Beach

$317

avg/night

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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

"Great Unit…really comfortable!"

We enjoyed the layout of the 2 bdrm unit, everything we wanted in facilities and views of beach & Gulf from top floor. We liked the location too, with ez free shuttle right from our door to the village ...

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Key Amenities

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

About this property

If you are looking for a terrific vacation spot tastefully decorated, clean, and comfortable, you just found it. You can be as lazy as the sun and free as the Gulf breeze. We are not underselling ourselves when we say we have the 'Best Location' on 'Crescent Beach.' Experience the Gulf views, breezes, ...

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Property Type

Siesta Key Condo

"Siesta Key Very Nice"

Siesta Key is a beautiful place, close to the beach and the beach is beautiful. Shops and restaurants are within walking distance.

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4 BR | 4 BA | Sleeps 12 | Quick View

Distance to beach: 2 miles to siesta key

$750

avg/night

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Key Amenities

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

About this property

LaVida Vacations presents a wooded property is unreal and our 5 star ratings agree! 1 acre on the water for your entire family or group to relax and enjoy. Go swimming in the huge heated private pool or go to the water and enjoy paddle boarding or kayaking to the Gulf of Mexico! After a long day at the ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 20 yards to Crescent Beach, Siesta Key

$395

avg/night

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Key Amenities

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

About this property

Unit 608 is a large 3 bedroom, 2 bath high-rise unit in Horizons West, Siesta Key, Florida. The unit has recently undergone a complete makeover by a Chicago designer. The interior was fully demolished and rebuilt. No detail or expense was spared in completing the perfect beach condo: large panoramic ocean ...

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Property Type

Siesta Key Condo

"Stunning Condo"

My family stayed in this stunning condo and absolutely loved it. Beautiful views, fabulous modern furniture, high tech TVs and sound system, awesome high end kitchen and baths.

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2 BR | 2 BA | Sleeps 6 | Quick View

2

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

This two bedroom(master King bed), second bedroom double bed/ single bed (with pull out trundle) full kitchen, dining, living room and lanai open into living space. Out back you sit on the bay and across the street is number 1 beach in the U.S. Pool heated year round 80 degrees, grill areas and laundry ...

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Property Type

Siesta Key Condo

"Wonderful Place!"

The entire condo appeared to be newly remodeled. It was beautiful! For any beach goer the location can't be beat. Siesta Key is across the street. This was truly a home away from home. Exceptionally clean ...

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4 BR | 3.5 BA | Sleeps 8 | Quick View

4.9 rating on other travel sites

Distance to beach: 5 miles to Siesta Key Beach

$561

avg/night

View Details

Key Amenities

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

About this property

Welcome to Villa Champagne! This enchanting 4 bedroom/3.5 bathroom cottage is a short walk to Siesta Key Village and just minutes from Siesta Key Beach, voted the # 1 beach in the USA!Walk up the stairs of Villa Champagne, front, porch and step into the multi-story foyer and cozy sitting room. The ...

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Property Type

Siesta Key House

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4 BR | 3 BA | Sleeps 12 | Quick View

2

Distance to beach: 5 miles to Siesta Key Beach

$637

avg/night

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Key Amenities

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

About this property

Welcome to Casa Mahalo! This luxurious and recently constructed 4 bedroom/3 bathroom home offers all of the amenities for your vacation, including a private heated pool and outdoor cabana room! This vacation home is centrally located in the heart of Siesta Key Village and just a short walk to world famous ...

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Property Type

Siesta Key House

"Very comfortable and Clean"

Lily Casita is truly a Cozy Sarasota Home . We were greeted to the home with lights on and music playing the home was very clean and equipped with anything you may need. This was our first time in the ...

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3 BR | 2 BA | Sleeps 8 | Quick View

5.0 rating on other travel sites

$771

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Everything you're looking for in a comfortable and convenient vacation is waiting for you at Bali Hai House! This gorgeous waterfront home is fully equipped with a spacious outdoor patio, fire pit, and private screened in heated pool. Hang out on the hammock and watch boats drift by or take a short walk ...

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Property Type

Siesta Key House

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4 BR | 3 BA | Sleeps 14 | Quick View

4.8 rating on other travel sites

Distance to beach: 2 miles to Shell Beach

$637

avg/night

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Key Amenities

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

About this property

Welcome to Casa Coquina! This luxurious and spacious 4 bedroom/3 bathroom home is located just steps from Crescent Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! When reserved with its sister property Casa Antilles, both units make up The Conch.Cross the drawbridge from ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

Enjoy the relaxed atmosphere and top-notch amenities of Casa Leone with a tropical garden view. This property has 4 Bedrooms & 3 full baths and can accommodate up to 10 Guests. Casa Leone is located less than a 5 minute drive to Siesta Key Village and Siesta Key Beach, voted #1 Beach in the USA. Practice ...

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Property Type

Siesta Key House

"Casa Tegula Review..."

We LOVED Casa Tegula!!! The house was very clean and stocked with everything we needed. Location was wonderful, only a short walk to the ocean and shops. Sara at The Cottages on the Key was AMAZING and ...

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Key Amenities

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

About this property

Welcome to Casa Ohana! This stunning and recently constructed 4 bedroom/3 bathroom home offers all of the amenities for your beach vacation, including a private heated pool and outdoor cabana room! This vacation home offers luxurious accommodations in an unbeatable location in the heart of Siesta Key ...

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Property Type

Siesta Key House

"Great place!"

Nice pool! Beautiful area and nice area. We will Be visiting soon and bringing the family. Smooth time.

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3 BR | 3 BA | Sleeps 10 | Quick View

4.6 rating on other travel sites

$391

avg/night

View Details

Key Amenities

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

About this property

Welcome to Casita Morning Star! This newly renovated home has all the amenities for your perfect Siesta Key getaway at an unbeatable location! Casita Morning Star is a short walk to Point of Rocks Beach and centrally located in the heart of Crescent Village.Casita Morning Star is one-half of a single-floor ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

Bay Isle Bliss is a unique single-family 3 bedroom 2 bathroom vacation rental home on Siesta Key's north end. Escaping to the immaculate outdoors is easy thanks to the many access points throughout the home and the spacious outdoor patio area. Equipped with a private heated pool, spa, gas grill, fire ...

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Property Type

Siesta Key House

"FANTASTIC FUN FAMILY FRIENDLY BEACH CONDO"

FROM THE MOMENT I BOOKED THE CONDO UNTIL THE MOMENT I LEFT THE CONDO NOTHING BUT PROFESSIONALISM, CARE, CONCERN AND A UNIQUE TWIST ON MAKING US FEEL SO WELCOME. OUR NAME ON THE WALL OUR NAME ON THE CUPCAKES ...

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4 BR | 3 BA | Sleeps 12 | Quick View

4.8 rating on other travel sites

$637

avg/night

View Details

Key Amenities

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

About this property

Welcome to Casa Tegula, one of Siesta Key's premier 4BR/3BA homes. This vacation home is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout, you will truly feel like a Siesta Key local! Casa Tegula is ideal for large families and groups.Cross the drawbridge ...

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Property Type

Siesta Key House

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3 BR | 3.5 BA | Sleeps 8 | Quick View

5.0 rating on other travel sites

$516

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Serenity Cottage! This tranquil oasis has everything need for your most perfect beach getaway at an absolutely UNBEATABLE location in Crescent Village and just minutes away from world famous Siesta Beach, voted the #1 beach in the USA! Serenity Cottage is the ideal vacation home for family ...

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Property Type

Siesta Key House

Show less

Key Amenities

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

About this property

Welcome to Island Escape, where you're able to escape from reality into the tropical island of Siesta Key! This beautiful 4 bedroom / 2.5 bathroom home features a newly renovated kitchen & master bathroom, private heated saltwater pool, gourmet outdoor kitchen, cabana room, and several other exciting ...

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Property Type

Siesta Key House

"Our vacation was wonderful!!"

Island escape was a great place to stay, 100 percent satisfaction when we needed something, called in the morning and maintenance guy was there by noon and fixed the bathroom door. Lots of space for our ...

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Key Amenities

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

About this property

Welcome to Crescent Cottage! This charming Siesta Key Vacation home offers all of the amenities you can fathom and at absolutely unbeatable location in the heart of Point of Rocks and close to world famous Siesta Key Beach, voted the # 1 beach in the USA! Crescent Cottage has recently been completely ...

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Property Type

Siesta Key House

"Vacation 2020"

I visited siesta key and loved my stay. Stayed in the village Evey thing was In walking distance.beach was walking distance

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Key Amenities

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

About this property

Welcome to Casa Eulimia! This newly constructed 4 bedroom 3 bathroom luxury home features a spacious kitchen and living area, a spacious outdoor patio & private heated outdoor pool with cabana room and HDTV. With modern and coastal decor throughout, you will feel comfortable and cozy in your "home ...

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Property Type

Siesta Key House

"Miramar"

Stay was nice there was a lot of ants in the house love the master room jacuzzi and shower love the night with the pool led lights the scenic view was beautiful

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4 BR | 3 BA | Sleeps 12 | Quick View

1

Distance to beach: 1 miles to Siesta Key Beach

$637

avg/night

View Details

Key Amenities

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

About this property

Welcome to Casa Stolida! This gorgeous vacation home is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout; you will truly feel like a Siesta Key local! Casa Stolida is ideal for large families and groups.Cross the drawbridge from Sarasota to enter ...

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Property Type

Siesta Key House

"Family Christmas vacation"

We loved the house and close to the beach and trolley stops. The 8 of us enjoyed our time while we were there. The only complaint was the shower pressure in the Jack and Jill bathroom, was not as good ...

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Key Amenities

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

About this property

Welcome to Florita's Key! This coastal 5-bedroom/3-bathroom home features all the amenities you can think of for your beach vacation and offers an unbeatable location. Located just minutes from Shell Beach and close to world famous Siesta Key Beach, voted the # 1 beach in the USA, this home is ideal for ...

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Property Type

Siesta Key House

"Fabulous Place"

Excellent Location close to the Crescent Beach and Restaurants. I would stay there again the next time I visit Siesta Key.

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4 BR | 4 BA | Sleeps 10 | Quick View

5.0 rating on other travel sites

$780

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Latitude Adjustment! This stellar 4 bedroom/4 bathroom canal home is centrally located close to Siesta Key Village and just a 3 minute walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! This home offers all of the amenities you could imagine at an absolutely unbeatable location, ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 10 | Quick View

4.7 rating on other travel sites

Distance to beach: 0.1 miles to Siesta Key Beach - Access # 13

$391

avg/night

View Details

Key Amenities

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

About this property

Welcome to Casita Sun Star! This luxurious and newly renovated home offers all of the amenities you need for your most memorable Siesta Key getaway at an unbeatable location! Casita Sun Star is just a short walk to Point of Rocks Beach and minutes from Crescent Village.Casita Sun Star is one-half ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 10 | Quick View

4.5 rating on other travel sites

$516

avg/night

View Details

Key Amenities

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

About this property

Welcome to Villa Castile! This captivating 3-bedroom/3-bathroom townhome features all the amenities you can think of for your beach vacation and offers an unbeatable location. With beach decor throughout, you will truly be living the "Beach Life." Villa Castile is centrally located in the heart ...

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Property Type

Siesta Key House

Show less

Key Amenities

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

About this property

Welcome to Casa Junonia! This upscale four-bedroom/three-bathroom luxury home features a spacious kitchen and living area, outdoor patios & private heated outdoor pool with cabana room. With modern and coastal decor throughout, you will truly be living “the beach life.”Cross the drawbridge ...

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Property Type

Siesta Key House

"Clean and cozy!"

We had a wonderful time. Close to restaurants and shops. Good customer service, professional and courteous. We will be back!

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7 BR | 6.5 BA | Sleeps 16 | Quick View

5.0 rating on other travel sites

$1727

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Tropical Oasis. This private family home is perfect for large families, with the ability to accommodate up to 16 guests, with 7 bedrooms and 6.5 bathrooms.The backyard is a twinkling mirage, secluded by rows of palms that will have you feeling like you're thousands of miles away in a tropical ...

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Property Type

Siesta Key House

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4 BR | 3 BA | Sleeps 8 | Quick View

4.9 rating on other travel sites

$657

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Siesta Soul! This tranquil vacation rental in Siesta Key offers all of the amenities needed for your most relaxing beach vacation at an absolutely unbeatable location! This home is equipped with a private heated pool and outdoor shower (runs hot water), perfect for rinsing off after a relaxing ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

4.8 rating on other travel sites

$376

avg/night

View Details

Key Amenities

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

About this property

Welcome to Baydream Bungalow! This quaint 3 bedroom 2 bathroom vacation rental home located on Siesta Key's north end is perfect the ultimate Florida vacation. Here, you're able to catch up on your latest reads by the private heated screened-in pool, catch some rays at the beach, or grill out with the ...

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Property Type

Siesta Key House

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4 BR | 3 BA | Sleeps 12 | Quick View

4.9 rating on other travel sites

Distance to beach: 0.4 miles to Siesta Key Beach - Access # 8

$637

avg/night

View Details

Key Amenities

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

About this property

Welcome to Casa Antilles! This luxurious and coastal 4 bedroom/3 bathroom home is located just steps from Crescent Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! When reserved with its sister property Casa Coquina, both units make up The Conch.Cross the drawbridge from ...

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Property Type

Siesta Key House

Show less

Key Amenities

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

About this property

This 5th floor two bedroom, two bath condo is totally and completely renovated. Be one of the first guests to stay in this beautifully renovated condo. New tile throughout. There are two bedroom suites with private baths. Each bedroom has new slider doors that open to screened in lanai with beautiful ...

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Property Type

Siesta Key Condo

"Nice beach condo"

This 5th floor cond in located right on the beach. and has its own parking spot for your car, but there is a free trolley which you can catch right out on the road that will take you to restaurants and ...

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2 BR | 2 BA | Sleeps 6 | Quick View

9

Distance to beach: 0.3 miles to Crescent Beach on Siesta Key

$160

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Siesta Key Condo - Siesta Key ParadiseLooking for a vacation rental in Siesta Key? Look no further... we have a two bedroom first floor condo located on the spacious, gorgeous landscaped grounds of Midnight Cove ii.Enjoy great views from our lanai watching boats, yachts, and wildlife on the Intracoastal ...

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Property Type

Siesta Key Condo

"Repeat visitor"

We have visited at the condo numerous times. Every visit has been fun and relaxing. Clean and comfortably furnished.. With the beach, restaurants and shops close by, having a beautiful view of the causeway ...

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3 BR | 3 BA | Sleeps 6 | Quick View

3

$314

avg/night

View Details

Key Amenities

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

About this property

Great house on Siesta key with pool and kanal. You can do fishing on the backside or have a jetski, boat there. Sometime you can see seacows on the kanal. 3 bedroom with 3 bath and a nice heated pool tp play in. Nice and quiet place it is, and so close to the Village and beach. Enjoy the place.

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Property Type

Siesta Key House

"Perfect Location"

Located close to the village and within walking distance of the beach. Plenty of room for families and amenities which included bikes for all ages. The pool is heated and such a great perk!

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5 BR | 4 BA | Sleeps 13 | Quick View

11

Distance to beach: 400 feet to Siesta Beach

$762

avg/night

View Details

Key Amenities

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

About this property

Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage on a Navigable Canal to the Bay And Then The Gulf of Mexico , Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway. ...

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Property Type

Siesta Key House

"Wonderful home and stay on Siesta Key"

The home was perfect, even nicer than the pictures made it look. Very clean, great layout and integration of the home into the outside pool area. Bathrooms seem recently remodeled and are very clean and ...

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1 BR | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 0.0 miles to Siesta Key Main Beach

$99

avg/night

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Key Amenities

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

About this property

APRIL SPECIAL ONLY $99 PER NIGHT (with 2 week minimum stay). PENTHOUSE WATER VIEWS! Sweet Penthouse Condo on Siesta Key with Spectacular Water Views everywhere. Truly, my photos do not do these views justice....This is resort living on beautiful Siesta Key! Located in a resort setting at Harbor Towers ...

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Property Type

Siesta Key Condo

"Great Visit! We will be back!"

Everything thing about this experience was great. Location, apartment, pool, walk to beach and the host’s responsiveness was exactly what we needed. Will definitely book with Sue again.

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3 BR | 3 BA | Sleeps 6 | Quick View

5

Distance to beach: 200 feet to Siesta Key Public Beach

$300

avg/night

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Key Amenities

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

About this property

Single family home with private heated caged pool. Large open floor plan in living area to kitchen and enclosed pool and deck. 3 bedrooms, 2 of which are master suites with ensuite full baths, flat screen TV's, king beds, and sliding glass doors to either caged pool deck or open air sundeck. 3rd bedroom ...

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Property Type

Siesta Key House

"Great times."

Beautiful home in a great location. Close to the Beaches, shopping, restaurants. We spent most of the time in the pool and on the patio and it was great. Plenty of seating and ceiling fans kept it nice.

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4 BR | 3 BA | Sleeps 11 | Quick View

1

$675

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Enjoy a private vacation rental on Siesta Key. Built in the 1940's, this Old Florida art deco style home has been updated over the years and is full of character. The living room offers a large sitting area, stone fireplace and TV. The oversized family room offers 12 foot ceilings, sliding pocket doors ...

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Property Type

Siesta Key House

"522 Canal Rd"

Great vacation rental home with tile floors throughout making it a perfect beach home. The house has four bedrooms three of which have their own private, full bathroom. Siesta-4-Rent Management was great ...

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4 BR | 3 BA | Sleeps 8 | Quick View

$500

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

ENJOY THIS 4 BEDROOM, 3 BATH PRIVATE HOME LOCATED ON A CANAL IN BEAUTIFUL SIESTA ISLES. OPEN FLOOR PLAN WITH LOTS OF SPACE, HARD WOOD FLOORS, A CAGED PRIVATE POOL WITH STUNNING VIEWS FROM EVERY ANGLE. LAUNDRY ROOM WITH FULL SIZE WASHER / DRYER AND WIRELESS INTERNET ACCESS, (SIESTA 4 RENT IS NOT RESPONSIBLE ...

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Property Type

Siesta Key House

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Key Amenities

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

About this property

Walk to Siesta Key Beach from this vacation paradise! Our 3 bed/2 bath home has a private screened-in pool and patio and enough space for your whole group!Our home has a living and dining area that will allow your whole group to be together and still have their own space. Hanging is a 58" Roku ...

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Property Type

Siesta Key House

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4 BR | 2.5 BA | Sleeps 10 | Quick View

$636

avg/night

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Key Amenities

  • Air conditioning
  • Private pool

About this property

Welcome to paradise! Your oasis awaits you. 4 bedrooms, 2.5 bath luxury townhome with a private pool is just 1 block from Siesta Village and only 2 blocks from the beach! Five star amenities include; Fully stocked gourmet kitchen with granite counter tops, top of the line stainless steel appliances, laundry ...

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Property Type

Siesta Key Condo

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3 BR | 3 BA | Sleeps 10 | Quick View

$362

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

COME RELAX IN THIS BEAUTIFUL 3 BEDROOM / 3 BATH UPDATED POOL HOME LOCATED IN A BEAUTIFUL SIESTA KEY NEIGHBORHOOD. HOME OFFERS NEW FURNISHINGS, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, HIGH-SPEED INTERNET WITH BOOSTER, (SIESTA 4 RENT IS NOT RESPONSIBLE FOR TECH SUPPORT). ENJOY THE LARGE PRIVATE ...

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Property Type

Siesta Key House

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4 BR | 2 BA | Sleeps 8 | Quick View

$465

avg/night

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Key Amenities

  • Air conditioning
  • Private pool

About this property

A piece of Paradise..... Come relax in this beautiful 4 Bedroom, 2 full bath pool home offering large livingroom and family room, caged heated pool and spa, (spa is non-functional and is maintained at pool temperature.) 1 car garage ( owner keeps one car in garage), washer/dryer. Home located just 1 mile ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

$365

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

CHARMING 3 BEDROOM / 2 BATH PRIVATE HOME LOCATED IN THE QUIET NEIGHBORHOOD OF ISLAND CIRCLE. APPROX. 2 BLOCKS FROM THE WORLD FAMOUS SIESTA BEACH AND APPROX. 1/2 MILE FROM SIESTA VILLAGE. HOME OFFERS A PRIVATE POOL *HEATED ( Nov- April only) , TILE FLOORING, 3 LCD TV’S, IPOD DOCKING STATION, WASHER ...

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Property Type

Siesta Key House

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