- Boca Siesta
- Calle Minorga
- Casa Blanca
- Casa Mar
- Casa Siesta
- Casarina
- Castaway Cove
- Cozy Cove
- Crescent Arms
- Crescent Royale
- Crescent Siesta Key
- Crescent Towers
- Crystal Sands
- Ebb Tide
- El Presidente
- Excelsior Beach
- Fisherman's Cove
- Fisherman's Haven
- Gulf & Bay Club
- Gulf & Bay Club Bayside
- Gulf Haven
- Gulf Holiday
- Gumbo Limbo
- Harbor Towers Yacht & Racquet Club
- Harbour Towne Yacht Club
- Horizons West
- House of the Sun
- Inlets
- Island House
- Island Reef
- Jamaica Royale
- La Siesta
- Midnight Cove
- Midnight Cove Bayside
- Midnight Cove II
- Midnight Sea
- Moorings
- Our House at The Beach
- Palm Bay Club
- Peppertree Bay
- Peppertree Gulfside
- Polynesian Gardens
- Private Homes
- Private Homes, Siesta Isles
- Private Homes, Siesta Key Village
- Private Homes: Palm Island
- Private Homes: Siesta Village
- Provincial Gardens
- Sandbox on the Beach
- Sandy Cove
- Sara Sea
- Sarasota By The Sea
- Sarasota Surf & Racquet Club
- Sea Club II
- Sea Crest
- Sea Shell
- Sea Winds
- Shells On Siesta Key
- Siesta Beach House
- Siesta Breakers
- Siesta Dunes
- Siesta Harbor
- Siesta Palms by the Beach
- Siesta Sands
- Siesta Shores
- Summer Cove on Siesta
- Sun & Sea Island Hideaway
- Sunrise Cove
- Sunset Point
- Sunset Royale
- Tortuga
- Twin Banyan
- Twin Palms
- Vista Hermosa
- Whispering Sands
- White Sands Village
- Aloha Kai
- Anchorage
- At The Beach Apartments
- Banana Bay Club Beachside
- Banana Bay Club Waterside
- Banyan Tree Beach Resort
- Bay Oaks
- Bay Tree Club
- Beach Villas
- Beachaven
- Other Siesta Key Properties
This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Siesta Key Vacation Rentals Show this location only Back to top
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Walk to Siesta Key Beach, Boat Lift, Water Front 3BR Condo with Loft
3BR/3BA
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Sleeps 6
– Harbour Towne Yacht Club #469019
See above
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Siesta Key Florida Waterfront Condo with Pool and Boat Dock
2BR/2.5BA
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Sleeps 4
– Cozy Cove #463870
$1000 - $1350 / wk
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Fabulous Spacious Condo!
2BR+/2BA
–
Sleeps 4-6
– Excelsior Beach #319861
$840- $1280/wk
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A True Beach House on the Beach!
3BR/2BA
–
Sleeps 8
– Private Homes #257623
From $2000
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Location is Everything! Walk to Siesta Beach & the Village!
2BR/1BA
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Sleeps 4
– Twin Banyan #248791
$550-$975/wk - $2800-$3000/mo UD Dollars
- Charming Condo Located on Siesta Key Beach 1BR/1BA – Sleeps 4 – Other Siesta Key Properties #375713
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Next to the Best-Our Location is Our Name-Siesta Village!!
2BR+/2BA
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Sleeps 4-6
– Private Homes: Siesta Village #340526
$750 - $1400
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'Escape to Paradise'
2BR/2BA
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Sleeps 6
– Gumbo Limbo #442395
$205/night - $2,010/week + cleaning +tax
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2 Bedroom/2 Bath Condo with Private Beach
2BR+/2BA
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Sleeps 6
– Bay Tree Club #255737
$2600- $3800/mo
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Attention Snowbirds, Beautiful Condo in Siesta Key, Florida
2BR+/2BA
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Sleeps 4-6
– Boca Siesta #255037
$3200- $4200/mo
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Newly Remodeled Beachfront Condo with Full Ocean Views
2BR/2BA
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Sleeps 4-6
– Sunset Royale #315114
$770- $1325/wk
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Luxurious Ocean View Condo - Large Pool, Wifi, Family Friendly
2BR+/2BA
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Sleeps 5-6
– Siesta Breakers #364992
From $1393 - $2058/Week
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3 Bedroom 2bath Condominium Gulf and Bay Club Bayside
3BR/2BA
–
Sleeps 6
– Gulf & Bay Club #446956
$1145/week - $1535/week
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Gorgeous Gulfside Condo 2/2 in Siesta Key - Pond View!!!
2BR+/2BA
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Sleeps 6
– Peppertree Gulfside #386215
$2500- 3990/m
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Siesta Key Vacation Condo
2BR/1.5BA
–
Sleeps 4
– Midnight Cove II #429451
From $890.00/week
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Newly Renovated Siesta Key Beach Condo with Beach Views
2BR+/1BA
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Sleeps 4-6
– La Siesta #302485
$755- $1110/wk
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Siesta Key 2 Bed 2 Bath Condo Less Than 200 Yds from the Beach
2BR/2BA
–
Sleeps 4
– White Sands Village #381359
From $1100 to $2050 for two wks
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Beach Front! Ground Floor Easy in and Out. No Elevators!
2BR+/2BA
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Sleeps 4-6
– Crystal Sands #392838
900- 1600/wk
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Siesta Key Condo
1BR+/1BA
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Sleeps 4
– Sandy Cove #419648
$1,500 - $2,850 per month + Tax US
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Vacation in Paradise!
Large 2 BR/2BA Plus Den (Sleeps 4)
2BR/2BA
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Sleeps 4
– Harbor Towers Yacht & Racquet Club #372166
12/1-4/30( $1,000/wk) 5/1-11/30($500/wk)
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Heaven on Earth
2BR+/2BA
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Sleeps 3-6
– Gulf Haven #321183
$1000/wk - $3000- $4600/mo
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Tangerine Dream
1BR+/1BA
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Sleeps 2-4
– Private Homes #436034
$449 - $699 per week
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Spacious Home with Pool Near Siesta Village and #1 Beach in Us
4BR/2BA
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Sleeps 8
– Other Siesta Key Properties #379083
From $1250/wk to $5000/mo
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Location! Location! Location!
1BR/1BA
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Sleeps 2-4
– La Siesta #335662
From $715/wk
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Most for Your Money on Siesta Key
3BR/3.5BA
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Sleeps 6
– Midnight Sea #327659
$3000- $4000/mo
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Beach Front 2 Bedroom Condo on Siesta Key
2BR+/2BA
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Sleeps 4-6
– Siesta Dunes #335449
$1400- $1890 Weekly
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On the White Sand Beach, Spectacular Sunsets, Luxury 2 Bedroom
2BR/2BA
–
Sleeps 6
– Crystal Sands #311471
$1295- $1885/wk
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A Little Piece of Heaven
Studio/0BA
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Sleeps 4
– Sandy Cove #449871
$2850 - $3600 per month 30 night min stay
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Siesta Beach Condo with Amazing Gulf Views, Near Village!
2BR/2BA
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Sleeps 4
– Other Siesta Key Properties #466059
$125- $246 (USD) per night (14 night min)
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Beach Front Condo. Special Deals! Inquire for Details!
Studio/1BA
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Sleeps 3
– Casa Mar #349437
$595- $756/wk
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Totally Remodeled, Waterfront, 2 Master Bedrooms with Bathrooms
2BR+/2.5BA
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Sleeps 6-8
– Bay Oaks #378995
500 - 1200 wkly
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Beautiful, Private, Updated, Beachfront Condo on Siesta Key
2BR/2BA
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Sleeps 4-5
– Casarina #348488
3500- 6000/mo
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Paradise on the Gulfside of Siesta Key
1BR+/1BA
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Sleeps 2-4
– Jamaica Royale #366329
$770 wk - $1064week
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Beachside Siesta Key 1BR/1.5bath Renovated Condo W/ Low Rates!
1BR+/1.5BA
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Sleeps 4
– Jamaica Royale #387270
From $763- $1022/wk
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Relax, Eat and Play! Openings for April and May!
2BR+/2BA
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Sleeps 6-8
– Sarasota Surf & Racquet Club #354688
From 1080.00 to 2195.00
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2 Bedroom-2 Bath Condo
2BR/2BA
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Sleeps 6
– Midnight Cove Bayside #455297
$980 per week 7 night min stay
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Sunset Royale Luxury Condo #302 in Siesta Key
1BR/1BA
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Sleeps 2-4
– Sunset Royale #364839
From $699/wk
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Lush, Private, and Exotic Bayfront Home with Plenty of Extras!
3BR/2BA
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Sleeps 7
– Private Homes #390073
$4000/mo, $1500/wk
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America's #1 Beach - Siesta Key - Studio Condo Beach Side
Studio/1BA
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Sleeps 2
– Other Siesta Key Properties #385813
$595- $756 wkly
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Walk to Beach and Shops
2BR/2BA
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Sleeps 4
– Sea Winds #383612
$575.00- $975.00/wk
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Sunset Royale Luxury Condo 208 in Siesta Key
1BR+/1BA
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Sleeps 2-4
– Sunset Royale #366004
$799/wk
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Park Your Car and Walk to Beach & Siesta Key Village
1BR/1BA
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Sleeps 2-4
– Gulf Holiday #467460
$125- $175 per night
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Siesta Key Paradise Like No Other * Beautiful Private Beach
2BR/2BA
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Sleeps 4
– Sandy Cove #362817
$3400- 3950 monthly
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Studio Unit Directly on Beautiful Siesta Key Beach.
Studio/1BA
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Sleeps 2-3
– Sandbox on the Beach #390169
From $161- 238/nt or $1127-$1498 wkly
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6150 Midnight Pass Rd 10a
2BR/2BA
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Sleeps 6
– Other Siesta Key Properties #3471793ha
$160 - $241 per night
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6150 Midnight Pass Rd V10b
2BR/1BA
–
Sleeps 6
– Other Siesta Key Properties #3471794ha
$146 - $218 per night
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House of the Sun #208gs
2BR/2BA
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Sleeps 4
– Other Siesta Key Properties #3196067ha
$155 - $225 per night
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House of the Sun #301gs
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196076ha
$155 - $225 per night
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House of the Sun #205gs
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196064ha
$155 - $225 per night
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House of the Sun #313gv
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196086ha
$179 - $262 per night
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House of the Sun #207gs
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196066ha
$155 - $225 per night
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House of the Sun #504gs
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196106ha
$155 - $225 per night
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House of the Sun #512gf
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196112ha
$220 - $312 per night
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House of the Sun #409gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196098ha
$179 - $262 per night
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House of the Sun #402gs
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196091ha
$155 - $225 per night
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House of the Sun #309gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196083ha
$179 - $262 per night
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House of the Sun #501gs
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196104ha
$155 - $225 per night
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House of the Sun #503gs
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196105ha
$155 - $225 per night
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House of the Sun #403gs
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196092ha
$155 - $225 per night
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6150 Midnight Pass Road V1
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3472856ha
$160 - $241 per night
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6142 Midnight Pass Rd 13n
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3469933ha
$206 - $314 per night
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6142 Midnight Pass Rd 12n
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3469931ha
$206 - $314 per night
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6144 Midnight Pass Rd 6n
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469942ha
$206 - $314 per night
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6142 Midnight Pass Rd 9n
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3468540ha
$206 - $314 per night
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6144 Midnight Pass Rd 8n
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469943ha
$206 - $314 per night
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6148 Midnight Pass Rd 8s
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3471516ha
$206 - $314 per night
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6150 Midnight Pass Rd V22
2BR/1.5BA
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Sleeps 6
– Other Siesta Key Properties #3472859ha
$152 - $232 per night
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6150 Midnight Pass Rd V19
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3471798ha
$160 - $241 per night
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6150 Midnight Pass Rd V25
2BR/1.5BA
–
Sleeps 6
– Other Siesta Key Properties #3471799ha
$152 - $232 per night
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6150 Midnight Pass Rd V38
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3472410ha
$160 - $241 per night
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6148 Midnight Pass Rd 1s
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3472853ha
$206 - $314 per night
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6150 Midnight Pass Road V4
2BR/1BA
–
Sleeps 6
– Other Siesta Key Properties #3472865ha
$146 - $218 per night
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6150 Midnight Pass Rd V5
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3471802ha
$160 - $241 per night
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6142 Midnight Pass Rd 10n
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469032ha
$206 - $314 per night
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6146 Midnight Pass Rd 10s
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469929ha
$206 - $314 per night
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6142 Midnight Pass Rd 11n
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469033ha
$206 - $314 per night
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6146 Midnight Pass Rd 12s
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469932ha
$206 - $314 per night
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6148 Midnight Pass Rd 5s
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469941ha
$206 - $314 per night
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House of the Sun #414gf
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196103ha
$220 - $312 per night
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6148 Midnight Pass Rd 6s
1BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3471515ha
$187 - $281 per night
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House of the Sun #303gs
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196078ha
$155 - $225 per night
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House of the Sun #315gf
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196088ha
$220 - $312 per night
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6150 Midnight Pass Rd V37
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3472864ha
$160 - $241 per night
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6146 Midnight Pass Rd 15s
1BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469936ha
$187 - $281 per night
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6150 Midnight Pass Rd V34
2BR/1.5BA
–
Sleeps 4
– Other Siesta Key Properties #3468545ha
$152 - $232 per night
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6146 Midnight Pass Rd 9s
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3472855ha
$206 - $314 per night
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House of the Sun #411gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196100ha
$179 - $262 per night
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6148 Midnight Pass Rd 4s
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3469940ha
$206 - $314 per night
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House of the Sun #214gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196073ha
$179 - $262 per night
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6150 Midnight Pass Rd V2
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3472408ha
$160 - $241 per night
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House of the Sun #216gf
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3196075ha
$220 - $312 per night
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6150 Midnight Pass Rd V33
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3472862ha
$160 - $241 per night
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6144 Midnight Pass Rd 4n
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3469939ha
$206 - $314 per night
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6150 Midnight Pass Rd V40a
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3471801ha
$160 - $241 per night
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House of the Sun #210gv
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3196069ha
$179 - $262 per night
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6150 Midnight Pass Rd V40b
2BR/1BA
–
Sleeps 4
– Other Siesta Key Properties #3472866ha
$146 - $218 per night
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6146 Midnight Pass Rd 14s
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469934ha
$206 - $314 per night
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6142 Midnight Pass Rd 16n
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3469937ha
$206 - $314 per night
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6144 Midnight Pass Rd 3n
2BR/2BA
–
Sleeps 4
– Other Siesta Key Properties #3469938ha
$206 - $314 per night
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6150 Midnight Pass Rd V27
2BR/2BA
–
Sleeps 6
– Other Siesta Key Properties #3468544ha
$160 - $241 per night
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Walk to Siesta Key Beach, Boat Lift, Water Front 3BR Condo with Loft
3BR/3BA
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Sleeps 6
– Harbour Towne Yacht Club #469019
Overview of Siesta Key Vacation Rentals
Siesta Key Condos: Create Your Dream Vacation with Ease
Just off the coast of Sarasota, Florida, you’ll find the beautiful barrier island called Siesta Key. If you are looking for the whitest beaches and the most tropical atmosphere in Florida, then you’ll find it here. Forego bland hotels and make your vacation plan more exciting – Siesta Key condos are the perfect option for you.
Siesta Key beach rentals are an even better option if you long to hear the egrets singing and waves crashing outside your bedroom window. Of course, there are also several Siesta Key resorts to choose from as well.
Luxurious Vacations Start Here: Siesta Key Condos
Siesta Key condos come in a wide variety of options, and they definitely offer you the most in terms of amenities. If the weather might be a little chilly on your trip, don’t fret. Many of the condos have heated pools, so regardless of the weather you can still fit in some swimming time with the family. Looking for a more private getaway? Many Florida condos in Siesta Key even have their own beaches!
Other great features that many of the condos offer include beachfront property, breathtaking views and a variety of bedroom options. This makes selecting perfect Siesta Key beach rentals a breeze for a large family.
Siesta Key Beach Rentals Put You Steps from the Ocean
When you plan a family vacation to Florida, it’s all about the water, right? With all the options available in Siesta Key beach rentals, you won’t be far from sinking your toes into the gorgeous white sand and feeling the surf soak your ankles. Plus, being so close to the water provides you with an excellent view.
Another great benefit is that you are close to any action or events taking place on the beach. In May, for instance, you can see World-class sand sculptures created by amazing artists at the Siesta Key Sand Sculpture Contest.
Stay at Some of the Finest Resorts with Siesta Key Resorts
Even if you prefer having complete control over your vacation, there are times when it's great to get a little pampering at luxurious Siesta Key resorts. If you want to take in 50 miles of canals and waterways from your room balcony, then the Siesta Key resorts will allow you to do just that. You’re also not far from great dining and shopping. And, of course, you're never far from the sand - many of the resorts have private beaches where you can rent bungalows, chairs, water toys, or take advantage of the many entertainment options that may be provided by the resort. No matter which option you choose one thing is sure: Siesta Key will provide you with a vacation full of rest, relaxation and fun