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Siesta Key Vacation Rentals

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1229 rentals in Siesta Key.
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FALL DISCOUNTS! IT DOESN'T GET ANY BETTER THAN THIS! FULL FRONT VIEWS- FROM ALL LIVING AREA
It Doesn't Get Any Better Than This! Full Gulf Front-Spectacular views from every room
Cathy's Crescent Condos-Siesta Key, FL GULF FRONT
24 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful lanai, with spectacular floor to ceiling views of the beach, gulf, wildlife and sunset.
An amazing sunset seen within the condo, or if you prefer on the beach.
Enjoy the quiet sunset, wonderful beach and relaxing. Life is good!
Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!
18 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tastefully decorated with a beachy look and feel!
Palm Trees and Paradise
#1 beach in the world - seconds from the condo
Newly discounted rates! Gorgeous one bedroom across from beach, near village!
17 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Kitchen
Entryway
Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment
16 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Enjoy a Large Heated Pool and updated exercise room
King bed with full bath and Gulf View
4 Bedroom with Gulf View Siesta Key FL Beach Fun
23 reviews
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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SAVE $200 for 7 nights May 14 or May 28!!!
15 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key
1 review
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach
56 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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2 BR, 2 Bath, Siesta Key Village Condo with Pool
15 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Firethorn 330 at Midnight Cove Siesta Key, FL.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Chinaberry 453 at Midnight Cove Siesta Key
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Doveplum 121 at Midnight Cove Siesta Key
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Buttonwood 477 at Midnight Cove Siesta Key, FL.
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Firethorn 522 at Midnight Cove Siesta Key, FL.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Direct Gulf-Front / End Unit Fisherman's Cove A201
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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GULF FRONT ON #1 Beach! Siesta Dunes (by owner)
62 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Breathtaking Full Gulf Views Steps From The White Sands Of Siesta Key Beach
115 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
141 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Siesta Key Gulf Side~1st Floor Villa, 3 Heated Pools, Updated, Beachy Chic #100
126 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Romantic Siesta Key Beachfront Condo-full beach view. 50 steps to the beach
78 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Newly renovated condo with premium features on Siesta Key
93 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Walk To Siesta Village And Beach/Pool & Hot Tub
102 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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LAST MINUTE PRICE!! BEACH OPEN!! SIESTA KEY , PRIVAT POOL !
93 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
85 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Across The Street From #1 Beach- w/ RELAXED CANCELLATION POLICY Thru 12/31/2020
243 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Pet friendly Home- Blocks from World Famous Siesta Key Beach
73 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Couple's Fun Getaway, Quick to Village, Easy to Beach! Super Location on key!
91 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
67 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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View World-famous Siesta Beach from Lanai! Closest Condo Complex to the Beach
69 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!
88 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private 4 Bedroom Single Family Coastal Home w/Pool 1 Block to Siesta Key Beach
47 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Siesta Beach-January Specials
124 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Super clean and Modern Townhouse, Style And Comfort, Steps From PRIVATE Beach
138 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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An intercoastal delight with beach access Sept to October 2020 $89 per night
154 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW LISTING- Across From #1 Beach- w/ RELAXED CANCELLATION POLICY Thru 12/31/20
76 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
77 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Top Rated Gulf Side, Steps from Beach, Great Amenities 2 pools, tennis, hot tub
171 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Large canal house, 5BR with Heated pool
71 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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LuLu's Loggerhead - Walk to Siesta Key Beach. In Village, Heated Pool, WiFi, Upd
83 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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☀️�️ LUX CONDO w/ PRIVATE HEATED POOL * SIESTA BEACH ☀️�️
54 reviews
Condo/Apartment
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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BEST HOUSE ON SIESTA - Sleeps 24+ - Heated Private Pool w/ Slide, Spa, Gratto,
52 reviews
Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 24
Match: Sleeps
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Newly Renovated Home on Canal, New Pool, Steps from Siesta Key Beach
33 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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NEARLY BEACHFRONT-PRIVATE Heated Pool and Spa with Covered Pool Bar and Patio
34 reviews
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Perfectly Remodeled Townhome, Steps From the Private Beach
147 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Siesta Key Getaway!!
47 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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BEAUTIFUL & IMPECCABLY MAINTAINED BEACHFRONT CONDO ON USA’S #1 SIESTA KEY BEACH!
65 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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CHATEAU du SOLEIL 10% DISCOUNT Dec 5-19
48 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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* Special Nov 28 -Dec 12th only $150 per night * On Beach Ocean front on beach
99 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Top Location on Siesta Key! Private Gate into Village! Three Private Patios!
60 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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LuLu's Leatherback Walk to Beach & Village, Heated Pool, WiFi, Barbecue Station,
91 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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