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Siesta Key
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Siesta Key, FL Holiday Rentals & Apartments
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Siesta Key, FL Holiday Rentals & Apartments
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1222 rentals
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Cathy's Crescent Condos-Siesta Key, FL GULF FRONT
24 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!
18 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Newly discounted rates! Gorgeous one bedroom across from beach, near village!
17 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment
16 reviews
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
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4 Bedroom with Gulf View Siesta Key FL Beach Fun
23 reviews
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
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Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key
1 review
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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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
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SAVE $200 for 7 nights May 14 or May 28!!!
15 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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2 BR, 2 Bath, Siesta Key Village Condo with Pool
15 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Doveplum 121 at Midnight Cove Siesta Key
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Buttonwood 477 at Midnight Cove Siesta Key, FL.
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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Firethorn 522 at Midnight Cove Siesta Key, FL.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN, UPDATED KITCHEN!
24 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Breathtaking Full Gulf Views Steps From The White Sands Of Siesta Key Beach
118 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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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
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Siesta Key Gulf Side~1st Floor Villa, 3 Heated Pools, Updated, Beachy Chic #100
130 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Cozy Romantic Siesta Key Beachfront Condo-full beach view. 50 steps to the beach
80 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Newly renovated condo with premium features on Siesta Key
95 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Across The Street From #1 Beach- w/ RELAXED CANCELLATION POLICY Thru 12/31/2020
244 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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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
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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
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Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
89 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Siesta Beach-January Specials
125 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Couple's Fun Getaway, Quick to Village, Easy to Beach! Super Location on key!
92 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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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
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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
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GULF FRONT ON #1 Beach! Siesta Dunes (by owner)
62 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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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
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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
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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
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An intercoastal delight with beach access Sept to October 2020 $89 per night
155 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!
89 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
77 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Large canal house, 5BR with Heated pool
71 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
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☀️�️ LUX CONDO w/ PRIVATE HEATED POOL * SIESTA BEACH ☀️�️
55 reviews
Condo/Apartment
5 bedrooms
5 bathrooms
Sleeps 10
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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
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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
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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
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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
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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
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Siesta Key Jamaica Royale 71 Beachside
48 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Perfectly Remodeled Townhome, Steps From the Private Beach
149 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
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Siesta Key Getaway!!
47 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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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
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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
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CHATEAU du SOLEIL 10% DISCOUNT Dec 5-19
49 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
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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
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Clean and Beautiful Condo with Private Beach in Beautiful Siesta Key #1 Beaches
125 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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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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Frequently Asked Questions about Siesta Key
Do any holiday rentals in Siesta Key have a pool?
Yes, here are some popular holiday rentals in Siesta Key that have a pool:\n
\n
Firethorn 323 at Midnight Cove Siesta Key
\n
Chinaberry 424 at Midnight Cove Siesta Key
\n
Buttonwood 477 at Midnight Cove Siesta Key, FL.
\n
\n
See all holiday rentals with a pool in Siesta Key on Tripadvisor
Do any holiday rentals in Siesta Key have internet access?
Yes, here are some popular holiday rentals in Siesta Key that have internet access:\n
\n
Firethorn 323 at Midnight Cove Siesta Key
\n
Chinaberry 424 at Midnight Cove Siesta Key
\n
Buttonwood 477 at Midnight Cove Siesta Key, FL.
\n
\n
See all holiday 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:\n
\n
Cape Aqua
\n
Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment
\n
A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach
\n
\n
See all pet friendly holiday 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:\n
\n
Newly discounted rates! Gorgeous one bedroom across from beach, near village!
\n
GULF FRONT ON #1 Beach! Siesta Dunes (by owner)
\n
Cathy's Crescent Condos-Siesta Key, FL GULF FRONT
\n
\n
See all kid friendly holiday rentals in Siesta Key on Tripadvisor