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Vacation Rentals and Beach Rentals in Siesta Key, FL
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Florida (FL)
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Internet or Wifi (1,529)
Air Conditioning (1,454)
Grill (1,211)
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Kid friendly (1,525)
Pet friendly (282)
Smoking allowed (15)
Elder access (4)
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Condominium/Apartment (974)
Vacation Rental House (588)
Cabin Vacation Rental (0)
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Waterfront (336)
Boat Available (56)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Siesta Beach
Crescent Beach
Turtle Beach
Siesta Farmers Market
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1,562 rental
in Siesta Key.
Pelicans Place | Walk to Siesta Key Beach & Village, Pet Friendly!
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No
4.5 of 5 stars
26
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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LUXURY HOUSE BY THE CANAL , Pets welcome ��.
5.0 of 5 stars
46
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
5.0 of 5 stars
53
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
5.0 of 5 stars
47
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Siesta Key Bay Front Beauty
5.0 of 5 stars
13
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Grand Canal Front 3BR/2&1/2 bath, Heated Pool/Hot Tub, Walk to Beach
5.0 of 5 stars
27
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 7
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Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining
4.5 of 5 stars
51
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Siesta Key Serenity At The Palm Bay Club
5.0 of 5 stars
130
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
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Top Rated Gulfside, White Sand Beach, 2 heated pools, pickleball/tennis, hot
5.0 of 5 stars
48
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 5
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Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
5.0 of 5 stars
21
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Perfectly Remodeled Townhome, Steps From the Private Beach
5.0 of 5 stars
30
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 5
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Private Pool/Spa in Siesta Key Village, Steps to the Beach! Island Time West
4.5 of 5 stars
15
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 14
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Oceanside! Large 1BR in VIllage, 15-steps to Path of Best Beach. Free Bikes and
5.0 of 5 stars
14
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Bright & Beachy - Steps to the water!
5.0 of 5 stars
32
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Casa Tranquila - Private Patios, Beach, Village, 100 steps to Best Views on
5.0 of 5 stars
27
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Refreshed Jamaica Royale Townhome: Steps to Beach, Pool, and Updated Comforts
4.5 of 5 stars
17
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Gertrude's Village House - in the Top Location on the Island, Private Patio!
5.0 of 5 stars
59
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!
5.0 of 5 stars
38
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 10
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Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises
4.0 of 5 stars
2
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Across the Street to Siesta Key Beach, Tennis, Heated Pool | Waterfront Balcony
5.0 of 5 stars
21
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
5.0 of 5 stars
23
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Charming Hibiscus Suite-spacious- only 60 steps to Siesta Key Public Beach
4.5 of 5 stars
30
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Location 1 Bdrm Cottage 1 Block from Beach and 2 Blocks from Siesta Village
5.0 of 5 stars
25
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Newly Updated Jamaica Royale Villa: Private Beach, Pools, & Free Daily
5.0 of 5 stars
21
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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New home with private pool! - Courtyard Castle
5.0 of 5 stars
15
Holiday Rental House
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6 bedrooms
8 bathrooms
Sleeps 16
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Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
5.0 of 5 stars
31
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Clean Modern Townhouse, Steps From PRIVATE Beach, heated pool, shuffle board
5.0 of 5 stars
44
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool
5.0 of 5 stars
27
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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2 BR/2 BA Condo on Siesta Key
5.0 of 5 stars
34
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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In the Heart of Siesta Key Village and Steps to the #1 Beach
5.0 of 5 stars
28
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Siesta Key 2BR 1Bath unit COZY at 1945 Barefoot Bungalows 1500 ft from access#3
5.0 of 5 stars
50
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Palm Bay Club Siesta Key Newley renovated !
4.5 of 5 stars
17
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Unit 22- 1 Bedroom 1 Bathroom Condominium With Gulf Views
4.5 of 5 stars
34
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun
5.0 of 5 stars
204
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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The Sand Dollar -Sunset Beach Resort
4.0 of 5 stars
8
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Spectacular Siesta Key Beachfront Condo, Sarasota Surf & Racquet Club
5.0 of 5 stars
27
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale
5.0 of 5 stars
10
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Ocean-Views, Pool, Private Elevator, Covered Patio, 150 steps to Beach!
5.0 of 5 stars
38
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
4.0 of 5 stars
26
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Just Another Day in Paradise
5.0 of 5 stars
23
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Budget Friendly Beachside Vacation Rental with Private Beach Access
4.5 of 5 stars
7
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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PALM BAY 5th floor Beach front Sunsets from the open lanai, Two Queen beds
5.0 of 5 stars
40
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Private Beachfront on Siesta Key
4.5 of 5 stars
22
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Steps to the ⭐ Beach, Short Walk to the Village
5.0 of 5 stars
21
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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One-of-a-Kind! Pool, Terraces, Ocean-View Rooftop, in Siesta Village at Best
5.0 of 5 stars
15
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 13
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Newly renovated condo with premium features on Siesta Key
5.0 of 5 stars
126
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Key - Midnight Cove #211
5.0 of 5 stars
29
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Casa Van Lopik (Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach
5.0 of 5 stars
29
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 12
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Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Showing results 1-50 of 1,562
Frequently Asked Questions about Siesta Key
Do any vacation rentals in Siesta Key have a pool?
Yes, here are some popular vacation rentals in Siesta Key that have a pool:
West Facing Gulf View 2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W
Pelicans Place | Walk to Siesta Key Beach & Village, Pet Friendly!
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No
See all vacation rentals with a pool in Siesta Key on Tripadvisor
Do any vacation rentals in Siesta Key have internet access?
Yes, here are some popular vacation rentals in Siesta Key that have internet access:
Pelicans Place | Walk to Siesta Key Beach & Village, Pet Friendly!
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No
LUXURY HOUSE BY THE CANAL , Pets welcome ��.
See all vacation rentals in Siesta Key on Tripadvisor
What are the best pet friendly rentals in Siesta Key?
The best pet friendly rentals in Siesta Key are:
Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Grand Canal Front 3BR/2&1/2 bath, Heated Pool/Hot Tub, Walk to Beach
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining
See all pet friendly vacation rentals in Siesta Key on Tripadvisor
What are some great rentals in Siesta Key that are kid friendly?
Some of the most popular kid friendly rentals in Siesta Key are:
Pelicans Place | Walk to Siesta Key Beach & Village, Pet Friendly!
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No
LUXURY HOUSE BY THE CANAL , Pets welcome ��.
See all kid friendly vacation rentals in Siesta Key on Tripadvisor
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