Siesta Key Vacation Rentals with Private Pool

(73 rentals)
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2 BR | 2 BA | Sleeps 8 | Quick View

$281

avg/night

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Key Amenities

  • Private pool

About this property

BEAUTIFUL, PRIVATE 2 BEDROOM / 2 BATH HOME LOCATED IN THE QUIET RESIDENTIAL NEIGHBORHOOD OF SIESTA ISLES. JUST 5 BLOCKS FROM THE WORLD FAMOUS SIESTA KEY BEACH WITH EASY ACCESS. HOME IS FULLY RENOVATED AND NEWLY FURNISHED FOR YOUR ENJOYMENT WITH AN OPEN FLOOR PLAN WITH LOTS TO OFFER. FULLY EQUIPPED KITCHEN ...

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Property Type

Siesta Key House

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2 BR | 1.5 BA | Sleeps 4 | Quick View

25

Distance to beach: 200 yards to Crescent Siesta Key Beach

$174

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

"Amazing"

The condo was fabulous. The location was great, the gated community was real nice. Private pool, tennis courts and a private beach with the free chair and umbrellas for the day. Sunsets we did see were ...

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2 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to beach: 100 feet to Crescent Beach

$295

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

"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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2 BR | 2.5 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$270

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No keys to pickup or check-in process, simply arrive and enjoy your stay. - Inspection prior to arrival to ensure all mechanics of the home are fully functional.Upscale town ...

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Property Type

Siesta Key Townhome

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3 BR | 2 BA | Sleeps 8 | Quick View

$308

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

CHARMING 3 BEDROOM PRIVATE HOME LOCATED IN THE QUIET SUB-DIVISION OF SIESTA ISLES. RELAX ON VACATION WITH ALL THE AMENITIES OF HOME. PRIVATE POOL, 2 CAR GARAGE, WASHER / DRYER, CHARCOAL GRILL, AND MUCH MORE. HOME OFFERS 2 LIVING ROOMS, ( ONE WITH LEATHER FURNITURE AND 53" T.V.), 6 T.V.'S, 2 VCR'S ...

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Property Type

Siesta Key House

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1 BR | 1 BA | Sleeps 4 | Quick View

6

Distance to beach: 20 yards to Siesta Key Beach

$207

avg/night

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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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4 BR | 4 BA | Sleeps 12 | Quick View

9
Owner special: FALL SPECIAL 20% DISCOUNT! PLEASE INQUIRE FOR RATES.

Distance to beach: 0.3 miles to SIESTA KEY BEACH

$217

avg/night

View Details

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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2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.4 miles to Siesta Key Beach

$450

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

"Home Away from Home/Great Location"

We loved the location of this home. Not only because it’s located on a canal and very private, but it’s only a two-minute walk to Siesta Key Village. The beach is also a short walk of only 6-7 minutes. ...

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4 BR | 2.5 BA | Sleeps 10 | Quick View

$547

avg/night

View Details

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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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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1 BR | 1 BA | Sleeps 4 | Quick View

4

Distance to beach: 100 yards to Crescent Beach

$192

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

"Just what you need for a getaway"

Love the convenience of the beautiful beach steps away, as well as, the warm well kept pool. The condo was perfect and well kept. The shops and restaurants were all across the street. We would love to ...

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4 BR | 3.5 BA | Sleeps 11 | Quick View

4.7 rating on other travel sites

$538

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This luxury Siesta Key vacation rental gives easy access to Siesta Key Beach. With four bedrooms, three full bathrooms, and two half baths this property has plenty of room for up to 10 guests. Its private pool area and out door kitchenette is great for small gatherings of family and friends. Four outdoor ...

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Property Type

Siesta Key Townhome

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2 BR | 2 BA | Sleeps 7 | Quick View

12

Distance to beach: 120 yards to Siesta Key Crescent Beach

$241

avg/night

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Key Amenities

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

About this property

NOTE:....................!! We have sold this Condo. While the new owner will honor all current bookings there are no further bookings being taken until the new owner decides if and how he will rent it out. I do have another 2BR-2BA 2 story Townhouse in the same complex... … ...YouTube Video-- ...

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Property Type

Siesta Key Condo

"Great location…"

While the location is wonderful… the unit itself needs work. The living area is updated and lovely, but the beds are at least a decade old. It is terrible to go on vacation and feel miserable and tired ...

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5 BR | 3.5 BA | Sleeps 15 | Quick View

$606

avg/night

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Key Amenities

  • Air conditioning
  • Private pool

About this property

This 3400 sq ft., 5 Bedroom 3 Bath, Townhome Offers, Private heated pool- **please keep in mind the pool is refreshing, but has limited space for larger parties. Many balconies overlooking the pool. Beautiful custom kitchen, with Granite and Stainless. (REVISED LAYOUT of the HOUSE : Effective: Oct. 2019 ...

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Property Type

Siesta Key Condo

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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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3 BR | 2 BA | Sleeps 6 | Quick View

1

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

$286

avg/night

View Details

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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4 BR | 3 BA | Sleeps 11 | Quick View

$480

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

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3 BR | 3 BA | Sleeps 6 | Quick View

$332

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

BEAUTIFUL, PRIVATE 3 BEDROOM / 3 BATH HOME LOCATED IN THE QUIET RESIDENTIAL NEIGHBORHOOD OF SIESTA ISLES. JUST 5 BLOCKS FROM THE WORLD FAMOUS SIESTA KEY BEACH WITH EASY ACCESS. HOME IS FULLY RENOVATED AND NEWLY FURNISHED FOR YOUR ENJOYMENT WITH AN OPEN FLOOR PLAN WITH LOTS TO OFFER. FULLY EQUIPPED KITCHEN ...

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Property Type

Siesta Key House

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2 BR | 2.5 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$301

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Enjoy this upscale townhome located within walking distance of Siesta Key Village and Siesta Key beaches. It features a private heated pool decadent finishes in a quiet neighborhood just around the corner from shopping, restaurants, bars, and beaches. Walk into this charming 2 story townhome and you will ...

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Property Type

Siesta Key Townhome

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3 BR | 2 BA | Sleeps 7 | Quick View

$382

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

ENJOY THIS 3 BEDROOM, 2 BATH PRIVATE HOME LOCATED ON A CANAL IN BEAUTIFUL SIESTA KEY VILLAGE. OPEN FLOOR PLAN WITH LOTS OF SPACE, TILE FLOORS, A PRIVATE POOL ON A CANAL. DESIGNER KITCHEN WITH SOLID WOOD CABINETS, GRANITE COUNTERTOPS AND VIKING APPLIANCES. LAUNDRY ROOM WITH FULL SIZE WASHER / DRYER AND ...

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Property Type

Siesta Key House

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2 BR | 2 BA | Sleeps 6 | Quick View

2

$270

avg/night

View Details

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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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • 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

$224

avg/night

View Details

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 6 | Quick View

$353

avg/night

View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool

About this property

BREATHTAKING GULF FRONT, 2 BEDROOM / 2 BATH UNIT IN THE BEAUTFUL CRYSTAL SANDS COMPLEX. GRANITE COUTERTOPS, TILE FLOORS IN KITCHEN, BATHS and LIVING ROOM, AND WOOD FLOORING IN BEDROOMS. LEATHER FURNITURE, 3 FLAT SCREEN T.V.'S, WASHER / DRYER AND SCREENED LANAI OFF ALL ROOMS WITH DIRECT ACCESS. HIGH SPEED ...

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Property Type

Siesta Key Condo

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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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4 BR | 3 BA | Sleeps 8 | Quick View

$332

avg/night

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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Very nice 4 Bedroom home on a canal just about 5 blocks to Siesta Village. offering: 1 car garage, Duet washer/ dryer, Private pool, decorated with a Island flare. Tile throughout and nice granite and stainless kitchen. Beautiful setting pool and patio overlooking Canal with boat dock. 3 TV's, 1 DVD, ...

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Property Type

Siesta Key House

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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

"great house, great location"

great house, newly remodeled, comfortable and well appointed; great location, close to 2 pools and beach, easy walk to shops and restaurants nearby or short drive to Siesta Village. Will definately consider ...

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4 BR | 2 BA | Sleeps 8 | Quick View

$407

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • 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 | 2.5 BA | Sleeps 6 | Quick View

4.7 rating on other travel sites

$398

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

*** Equipped with REME-HALO whole home air purification unit which kills up to 99.9% of viruses (including SARS-COV-2), bacteria, and mold ***Come and enjoy a stress free vacation at this island paradise three bedroom two bath private home with heated pool. The property has recently been renovated ...

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Property Type

Siesta Key House

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6 BR | 5.5 BA | Sleeps 14 | Quick View

5.0 rating on other travel sites

$912

avg/night

View Details

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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3 BR | 3 BA | Sleeps 6 | Quick View

4.8 rating on other travel sites

$463

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

** NEW LISTING ** Escape to your perfect piece of paradise on Siesta Key! This stunning pool home by the beach on Siesta Key is the ideal spot for your next beach vacation. The home is located one small block away from the beautiful soft sands of Siesta Key Beach. Lavish tropical landscape surround this ...

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Property Type

Siesta Key House

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3 BR | 2 BA | Sleeps 8 | Quick View

$298

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

MAY SPECIAL- PRICE REDUCED $3500.00!! CHARMING 3 BEDROOM PRIVATE HOME LOCATED IN THE QUIET SUB-DIVISION OF SIESTA ISLES. RELAX ON VACATION WITH ALL THE AMENITIES OF HOME. PRIVATE POOL, FULLY FENCED LARGE YARD, WASHER / DRYER, AND MUCH MORE. HOME OFFERS 2 LIVING ROOMS, ( WITH LEATHER FURNITURE )3 T.V.'S. ...

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Property Type

Siesta Key House

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3 BR | 3 BA | Sleeps 10 | Quick View

$332

avg/night

View Details

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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3 BR | 2 BA | Sleeps 8 | Quick View

$403

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

WELCOME TO PARADISE! COME RELAX IN THIS BEAUTIFUL 3 BEDROOM / 2 BATH GRAND CANAL HOME LOCATED IN THE QUIET NEIGHBORHOOD OF SIESTA ISLES. THIS FABULOUS REMODELED HOME FEATURES A CUSTOM GOURMET KITCHEN AND OPEN FLOOR PLAN PERFECT FOR ENTERTAINING. HIGH-SPEED INTERNET AVAILABLE, (SIESTA 4 RENT IS NOT RESPONSIBLE ...

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Property Type

Siesta Key House

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3 BR | 2.5 BA | Sleeps 8 | Quick View

$525

avg/night

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

WATCH PARROTS FLY OVERHEAD FROM THIS 3 BEDROOM , 2 .5 BATH, HOME WITH POOL, FANTASTIC UNIQUE LOCATION NESTLED JUST A SHORT DISTANCE TO BOTH SIESTA KEY’S ‘VILLAGE’ AND TO THE BEACH! QUIET NEIGHBORHOOD. LARGE DECK SURROUNDS ALMOST ½ OF THE HOUSE: PARKING FOR 2 CARS IN DRIVEWAY. ...

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Property Type

Siesta Key Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Big Pass Hideaway! A four bedroom two bath private home with large lap pool located just a short walk to Shell Beach is ready to accommodate you and your guests on your Siesta Key visit.Lush tropical plants and trees envelop the nearly 2,200 square foot home with expansive living areas. ...

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Property Type

Siesta Key House

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4 BR | 2.5 BA | Sleeps 6 | Quick View

$460

avg/night

View Details

Key Amenities

  • Pet friendly
  • Private pool

About this property

ENJOY THIS 4 BEDROOM, 2.5 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 OUTDOOR KITCHEN. LAUNDRY ROOM WITH FULL SIZE WASHER / DRYER AND WIRELESS INTERNET ACCESS, (SIESTA 4 RENT IS NOT RESPONSIBLE FOR TECH ...

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Property Type

Siesta Key House

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4 BR | 2 BA | Sleeps 8 | Quick View

$350

avg/night

View Details

Key Amenities

  • Pet friendly
  • Private pool

About this property

4 Bedroom home just about 5 blocks to Siesta Village. Offering: 1 car garage, washer/ dryer and new furnishings. Beautiful pool area with large patio and newly landscaped yard. 3 TV's, 1 DVD, Wireless internet available ( Siesta 4 Rent does not offer tech support) No motorcycles, campers, trailers, RV's ...

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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

Welcome to Sandy Seahorse Cottage, a unique configuration of two units: “Sandy Cabana” and “Seahorse Cabana.” Each unit offers their own kitchen, living areas and lanai areas. This charming beach cottage has been recently updated with brand new furnishings throughout. This home ...

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Property Type

Siesta Key House

"We had a excellent time!"

Overall we had a very good time, everything was as we expected, except the BBQ that was very dirty and we had to clean it ourself.

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4 BR | 3 BA | Sleeps 12 | Quick View

4.7 rating on other travel sites

$372

avg/night

View Details

Key Amenities

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

About this property

This uniquely configured vacation rental home is a combination of two units: “Villa Fiesta” and “Villa Margarita.” Each unit features their very own common spaces to include a living room, kitchen, dining area and a shared outdoor space. Casa De Fiesta is centrally located just ...

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Property Type

Siesta Key House

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4 BR | 3.5 BA | Sleeps 10 | Quick View

4.9 rating on other travel sites

$370

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

LIMITED OFFER: Book 4 nights get 3 nights free! Valid for vacation dates now through 12/15/22. Contact us for more details!Welcome to Siesta Dream House! This enchanting 4-bedroom/3.5-bathroom home is located in Siesta's North Key and is close to Siesta Key Village and Siesta Key Beach, voted the ...

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Property Type

Siesta Key House

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4 BR | 3 BA | Sleeps 11 | Quick View

4.8 rating on other travel sites

$518

avg/night

View Details

Key Amenities

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

About this property

Welcome to Seaside Cottage, one of Siesta Key's most dazzling 4BR/3BA homes, with private heated pool. Steps from world famous Siesta Key beach and just minutes so Siesta Key Village! This remarkable 4 bedroom/3 bathroom home features a private heated pool. With its location less than a mile from Siesta ...

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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

$259

avg/night

View Details

Key Amenities

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

About this property

LIMITED OFFER: Book 4 nights get 3 nights free! Valid for vacation dates now through 12/15/22. Contact us for more details!Bay Isle Bliss is a newly updated, single-family home residing on Siesta Key's north end. Three bedrooms and two bathrooms can accommodate up to 8 guests alongside luxury amenities ...

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Property Type

Siesta Key House

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7 BR | 6.5 BA | Sleeps 16 | Quick View

5.0 rating on other travel sites

$1245

avg/night

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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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This vibrant and uniquely configured home is a combination of two units: Monarch Villa and Peacock Villa. Each 3 bedroom 3 bathroom unit is a mirror image of the other and features a total of 6 bedrooms / 6 bathrooms that offers their very own common spaces to include: a kitchen, dining area, balconies ...

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Property Type

Siesta Key House

"Complete"

Very beautiful place Excellent location Enough room for everyone We rented both sides Very beautiful top floor views

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3 BR | 3 BA | Sleeps 10 | Quick View

4.7 rating on other travel sites

$291

avg/night

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Key Amenities

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

About this property

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. This home is ideal for families and small groups.Casita Morning Star is ...

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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

LIMITED OFFER: Book 4 nights get 3 nights free! Valid for vacation dates now through 12/15/22. Contact us for more details!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. ...

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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

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 renovated, with new bathrooms, ...

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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

This recently renovated is a unique combination of two units: Casita Morning Star and Casita Sun Star. Each unit features a 3BR/3BA configuration, each with their very own private heated pool and common space to include a kitchen, dining area, screened-in lanai and outdoor lounge area. The Solaster is ...

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Property Type

Siesta Key House

"Great as advertised"

A group of eight 80-ish college fraternity brothers got together for a reunion and rented Solaster. It was a great choice. The place is exactly as advertised: two attached units, six bedrooms with eight ...

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Key Amenities

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

About this property

Welcome to Sandy Rocks, a unique configuration of three units: ""Crescent Cottage"", “Sandy Cabana”, and “Seahorse Cabana.” Each unit offers their own kitchen, living areas and lounge areas. These cozy beach homes have been recently updated with new furnishings ...

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Property Type

Siesta Key House

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