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From $275 per night (USD)
VRBO
Cottage in the City close to Everything!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Stylishly decorated 2bed/2bath home in Downtown Sarasota! Close to everything, Siesta Key, Lido Key, St. Armands Circle, ...
From $275 per night (USD)
VRBO
$Pet-Friendly Downtown Sarasota House-3BR\/2BA for Couples,Friends, Beaches 7mins$
From $135 per night (USD)
Expedia
Pet-Friendly Downtown Sarasota House-3BR\/2BA for Couples,Friends, Beaches 7mins
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our private and comfy house located in the heart of Downtown Area, just 2 minutes away by walking! Our house ...
From $135 per night (USD)
Expedia
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VRBO
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...
Click For Pricing
VRBO
From $82 per night (USD)
Expedia
Cheerful, bright queen bedroom in sparkling house, private bathroom, share kitch
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
A private bedroom with private bathroom in a 2 bedroom 2 bath house. The bathroom is off the hallway. You will have full ...
From $82 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Siesta Harbor Waterfront Bottom Floor End Unit Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy a little piece of paradise on beautiful Siesta Key. This newly updated condo is located in the 55 plus (one p ...
From $236 per night (USD)
VRBO
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Expedia
Sarasota National Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
2035 sq ft 3 bed /3 Bath tastefully coastal furnishing Not a rental home but private vacation home with ever ...
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Expedia
From $605 per night (USD)
VRBO
Siesta Key Oasis with a pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Certificate number (VR22-00130) Welcome to our little Siesta Key Oasis, Take it easy at this unique and tranquil getawa ...
From $605 per night (USD)
VRBO
$Casa Azul 2bed\/1bath$
From $182 per night (USD)
Expedia
Casa Azul 2bed\/1bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beautifully elegant 2bed/ 1 bath designed specifically for the relaxing and quiet get away that epitomizes a great vacat ...
From $182 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Private Updated Mother In Law Apartment with Fenced Yard 4 miles from Siesta Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your warm, relaxing getaway begins here! Enjoy all of the amenities of home, close to Siesta Key Beach! Our recently upd ...
From $141 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Florida Home 3 Mi to Siesta Key, Walk to Gulf Gate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated, 2-bedroom, 2-bathroom, Sarasota vacation rental provides the perfect Florida home base! Live the d ...
From $295 per night (USD)
Expedia
$Charming 3\/2 Home W\/Saltwater & Heated Pool Near Several Beautiful Beaches$
From $172 per night (USD)
VRBO
Charming 3\/2 Home W\/Saltwater & Heated Pool Near Several Beautiful Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our charming North Port home is decorated with guests in mind! House features modern finishes but warm and inviting furn ...
From $172 per night (USD)
VRBO
From $217 per night (USD)
VRBO
Resort living. Huge pools and Hot Tubs. WaterSlide. 20-30 minutes to 4 beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
January - March there is a 3 month minimum. Located in a central and quiet area of the park. Take a walk to the butterf ...
From $217 per night (USD)
VRBO
From $346 per night (USD)
VRBO
Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer th ...
From $346 per night (USD)
VRBO
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Expedia
Peaceful and serene or fun and excitement! You decide!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
2 bedroom 2 bath home with single sleeper sofa in living room. Newly renovated in quiet neighborhood with Old South Flor ...
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Expedia
$Steps From Siesta Key Beach! 1BR w\/ Heated Pool$
From $433 per night (USD)
VRBO
Steps From Siesta Key Beach! 1BR w\/ Heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated gated beach access apartment with a heated pool. This is a one bedroom and one bath apartment that makes ...
From $433 per night (USD)
VRBO
$Beach Dream | Home w\/ Ocean Views, 2 Private Pools, & Rooftop Lookout! Steps to Siesta Key Beach$
From $4131 per night (USD)
Expedia
Beach Dream | Home w\/ Ocean Views, 2 Private Pools, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
6
Bathrooms:
6
Sleeps:
22
Welcome to Beach Dream, the ultimate vacation rental duplex for those who want to indulge in luxury and relaxation, whil ...
From $4131 per night (USD)
Expedia
$Crystal Sands | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach$
From $1106 per night (USD)
VRBO
Crystal Sands | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Crystal Sands, the ultimate vacation rental duplex for those who want to indulge in luxury and relaxation, wh ...
From $1106 per night (USD)
VRBO
$Silver Shore | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach$
From $1443 per night (USD)
Expedia
Silver Shore | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Welcome to Silver Shore, the ultimate vacation rental duplex for those who want to indulge in luxury and relaxation, whi ...
From $1443 per night (USD)
Expedia
Click For Pricing
VRBO
Ocean view Longboat Key condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 BR/2 BA spacious condo timeshare at the Veranda Beach Club in Longboat Key with Gulf of Mexico views from the balcony. ...
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VRBO
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Expedia
Quiet 55+ Community Mobile Home for Rent
Bedrooms:
2
Bathrooms:
3
Sleeps:
3
This mobile home has a split floor plan, with a bedroom and bathroom at either end of the house. The main bedroom has a ...
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Expedia
From $342 per night (USD)
VRBO
Horizons West #C-4 - A Lovely 2 Bedroom 2 Bath Beach Villa on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully updated and furnished with all the comforts of home, this 2 bedroom/2 bath villa is just steps from the beac ...
From $342 per night (USD)
VRBO
From $1227 per night (USD)
Expedia
The Beach on Longboat Key #221S Resort by RVA
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $1227 per night (USD)
Expedia
$PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED\/2BATH & SLEEPS 6$
From $233 per night (USD)
VRBO
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED\/2BATH & SLEEPS 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6 “HEY LIDO!!!” Wake up and pinch yourself as you watch t ...
From $233 per night (USD)
VRBO
From $834 per night (USD)
Expedia
BEACH Access, Walk to village, SUNSETS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $834 per night (USD)
Expedia
$2\/2 Vaulted Ceiling 10 Min to beach on golf course$
From $103 per night (USD)
VRBO
2\/2 Vaulted Ceiling 10 Min to beach on golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Venice vacation condo rental 2nd floor condo has 2 bedrooms, 2 baths and room for 6 guests It features 2 separate ...
From $103 per night (USD)
VRBO
From $563 per night (USD)
Expedia
Private Beach, Gulf View, Heated Pools, $185 Free Activities Daily
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Hurricane Update: The pools are working as is the elevator. The onsite office is closed until further notice. New listin ...
From $563 per night (USD)
Expedia
From $2731 per night (USD)
VRBO
Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk to Beach!
Bedrooms:
9
Bathrooms:
11
Sleeps:
26
Welcome to Sandy Rocks, an exceptional tropical retreat that combines luxury, convenience, and ample space to accommodat ...
From $2731 per night (USD)
VRBO
$2 Bed\/1 bath Condo Steps to Siesta Key Beach!$
From $311 per night (USD)
Expedia
2 Bed\/1 bath Condo Steps to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Now with private Wifi. Unit 304, a Two Bedroom, One Bath Condo has a screened in lanai perfect for enjoying your breakf ...
From $311 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Walk to Siesta Beach, Restaurants, Shopping &More!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Incredible location next to the South Siesta Bridge! Short walk over the bridge and you're on the Beach, at Restaurants ...
From $210 per night (USD)
VRBO
From $295 per night (USD)
Expedia
4 Bedroom + den, Pool home , WIFI, cable TV and Nationwide phone in home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Please note: We do not rent to businesses 2006 home built in north port, Florida. home features 4 bedrooms plus a den ...
From $295 per night (USD)
Expedia
$Siesta Key 2BR \/1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.$
From $320 per night (USD)
VRBO
Siesta Key 2BR \/1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2 Bedroom, 1 Bath first floor “COZY” cottage is just 1000 feet from Beach Access #3. Siesta Key Village is 2 block ...
From $320 per night (USD)
VRBO
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Expedia
beachfront condo on 6th floor of the longboat key club resort !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
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Expedia
From $443 per night (USD)
VRBO
Lush Retreat-- Less Than 5 Min From America's Top Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in a quiet, residential neighborhood less than 5 minutes to the white sands of Siesta Key-- America's top-rated ...
From $443 per night (USD)
VRBO
From $88 per night (USD)
Expedia
Ground unit Pool 10 Min to beach on golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Venice vacation condo rental has 2 bedrooms, 2 baths and room for 6 guests and features views of the fairway on Pla ...
From $88 per night (USD)
Expedia
From $282 per night (USD)
VRBO
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...
From $282 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Peaceful Setting, on the water of Little Sarasota Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tropical Breeze is a 1 bedroom 1 bath apartment on the first floor of a 4-plex apartment building. The apartment is no ...
From $211 per night (USD)
Expedia
From $136 per night (USD)
VRBO
Cozy condo .Beach , warm pool, great location….
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
On the landscaped side of the complex, you will hear a soothing waterfall right from your tropical patio! The apartment ...
From $136 per night (USD)
VRBO
From $293 per night (USD)
Expedia
⭐Built in 1911⭐-Historic Home Next To Downtown Sarasota, Close to the Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
From $293 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Luxury On The Beach in the Heart of Siesta Key at Crystal Sands 809
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxury on the Beach in the Heart of Siesta Key at Crystal Sands Perfect for a family vacation or a romantic getaway. Go ...
From $535 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Luxury Lemon Bay 4 BR villa just 0.6 mile away from Manasota Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This spacious and unique villa closed to Manasota Beaches offers you a new large pool with a pool and barbecue area. You ...
From $243 per night (USD)
Expedia
$Adorable 3\/2 home Deer Hollow 5 Min Benderson Park$
From $199 per night (USD)
VRBO
Adorable 3\/2 home Deer Hollow 5 Min Benderson Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Great location, 15 min from downtown Sarasota, 25 min from Lido Beach! This comfortable house is 1,500 sq ft with 3 bed ...
From $199 per night (USD)
VRBO
From $209 per night (USD)
Expedia
Beautiful Siesta Key- Drop your bags and head to the White Sandy Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Number 201, with recent updates, is a beautifully situated spot to enjoy the comforts of home, while you are away from h ...
From $209 per night (USD)
Expedia
$The Birdhouse | Private Siesta Key Home w\/ Heated Pool, Screened-In Patio, Minutes Away From Beach!$
From $670 per night (USD)
VRBO
The Birdhouse | Private Siesta Key Home w\/ Heated Pool, Screened-In Patio, Minutes Away From Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to The Birdhouse: Your Siesta Key Beach Vacation Rental Home! A charming yet coastal vacation home nestled on t ...
From $670 per night (USD)
VRBO
From $281 per night (USD)
VRBO
🦀 Waterfront house with dock & heated pool 🦀<br>1 mile from Siesta key 🌴
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring your boat ! Sandy Crab Retreat is a fresh, clean beach house located on Philippi Creek! Newly updated three bedroo ...
From $281 per night (USD)
VRBO
Click For Pricing
VRBO
Stay this close to all Sarasota has to offer
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in Cordova Gardens a Nice 2 bed room 2 bathroom condo with high ceilings and wood floors. The unit is in a small ...
Click For Pricing
VRBO
From $372 per night (USD)
Expedia
Paradise Palms - Heated Pool - Sarasota & Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Awesome for longer stats and families with small kids. Close to Siesta Key. Beautiful outdoor area with heated pool sur ...
From $372 per night (USD)
Expedia
From $692 per night (USD)
VRBO
Great Gulf View! Steps to the No.1 Beach in a 2,759 sqft luxury townhome
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
PARADISE begins here in this spacious 4 story duplex with private elevator. Accommodations for your entire stay with spa ...
From $692 per night (USD)
VRBO
From $626 per night (USD)
Expedia
:: Villa Oasis located in the heart of Siesta Key ::
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
:: You are going to love to rent this chic, bright and spacious Siesta Key Pool vacation rental Villa located in the hea ...
From $626 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Modern cozy condo 6 mins from Siesta Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom/2 bathroom/1020 sqf 1 King size bed and 1 Queen size bed Second floor Free parking for 1 vehicle Contactless c ...
From $190 per night (USD)
VRBO
$Seas the Day | Canal Front Home on Siesta Key w\/ Private Heated Pool & Kayaks, Walk to Beach!$
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Expedia
Seas the Day | Canal Front Home on Siesta Key w\/ Private Heated Pool & Kayaks, Walk to Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Welcome to Seas The Day, a truly remarkable waterfront retreat that promises to exceed all your expectations for a perfe ...
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Expedia
From $170 per night (USD)
VRBO
Large Venice townhome plenty of space community pool, 15 minutes from 3 beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious new 3 bedroom townhome in Venice. Perfect for a long family vacation or snowbirds. All bedrooms are upstairs ...
From $170 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Fisherman Cottage Camp on Whitaker Bayou minutes from Sarasota Main St. downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $223 per night (USD)
Expedia
From $720 per night (USD)
VRBO
Private Beach Steps Away, 2 Levels, 3 Pools, Non-Tower, Waterfront Building
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Jamaica Royale complex provides all the best of amenities!!! Private Beach....3 heated community swimming pools, one ...
From $720 per night (USD)
VRBO
From $237 per night (USD)
Expedia
One minute drive from the beach. Nicely remodeled condo.
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Only few minutes walk from from the beautiful Nokomis beach on Casey Key. Supermarkets, gas stations, banks, restaurants ...
From $237 per night (USD)
Expedia
$Altez Vacations Villa w\/pool. Walk to Siesta Beach$
From $347 per night (USD)
VRBO
Altez Vacations Villa w\/pool. Walk to Siesta Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Property Siesta Villa Coralline is a stand-alone single story villa located in the beautiful community of Polynesia ...
From $347 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedrooms, 2 full bathrooms, - BEACHFRONT SIESTA DUNES - Siesta Key Beachfront Vacation Rental Condo on Crescent Beac ...
From $222 per night (USD)
Expedia
From $260 per night (USD)
VRBO
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in a piece of Sarasota history! This upstairs guest room, a 1 BR, 1 private bath is located in one of three histori ...
From $260 per night (USD)
VRBO
$Walk to Beach: Condo w\/ Pool & Patio In Sarasota!$
From $379 per night (USD)
Expedia
Walk to Beach: Condo w\/ Pool & Patio In Sarasota!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Heated Community Pool | Walking Distance to Beach | Family & Remote-Work Friendly If a bustling beach town is what you' ...
From $379 per night (USD)
Expedia
From $1529 per night (USD)
VRBO
Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View
Bedrooms:
9
Bathrooms:
9
Sleeps:
22
Surf View by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Gather your family for an unforgettable reunion ...
From $1529 per night (USD)
VRBO
From $2267 per night (USD)
Expedia
Huge Yard, Heated Pool & Tiki Hut, Steps to Beach - The Pool House
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
The Pool House by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to The Pool House, a gorgeou ...
From $2267 per night (USD)
Expedia
From $681 per night (USD)
VRBO
Perfect for Families, Steps to Siesta Key Beach and Village!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Fins Up by Siesta Key Luxury Rental Properties Duplex in Siesta Key, FL Perfect for Families! Amazing 3 bedroom, 2 bat ...
From $681 per night (USD)
VRBO
From $1798 per night (USD)
Expedia
3 houses from the Beach! Private Pool, Spa, and Ping Pong Table - Sunset Gulf
Bedrooms:
6
Bathrooms:
8
Sleeps:
25
Sunset Gulf by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Discover your dream beach retreat at S ...
From $1798 per night (USD)
Expedia
From $1952 per night (USD)
VRBO
Siesta Home with Pool & Waterslide - Sunset Splash
Bedrooms:
8
Bathrooms:
9
Sleeps:
23
Sunset Splash by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Welcome to Sunset Splash! This legendary gr ...
From $1952 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Tiny House Flamingo- Cute and vibrant with Free WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Your next vacation can have the relaxation of the beach with the cozy environment of Tiny House Flamingo. Flamingo once ...
From $205 per night (USD)
Expedia
$Private Heated Pool, Steps to Siesta Key Village\/Beach, Family\/Pet Friendly$
From $1108 per night (USD)
VRBO
Private Heated Pool, Steps to Siesta Key Village\/Beach, Family\/Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bimini Breeze by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Less than a block away from Siesta Key Vill ...
From $1108 per night (USD)
VRBO
$Steps to Beach. Shared Pool Pet\/Family Friendly. Parking Incl.$
From $680 per night (USD)
Expedia
Steps to Beach. Shared Pool Pet\/Family Friendly. Parking Incl.
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Island Sun by Siesta Key Luxury Rental Properties 559 Beach Rd B Siesta Key, Florida Welcome to Island Sun, a gorgeous ...
From $680 per night (USD)
Expedia
From $1171 per night (USD)
VRBO
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Aruba by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Aruba! This fantastic vacation ho ...
From $1171 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Altez Vacations Villa Steps from Beach and Pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
The Property Find yourself in the relaxing comforts of Siesta Villa Laughing Gull. A single-story stand-alone villa, loc ...
From $308 per night (USD)
Expedia
$Perfect Location. Private Heated Pool\/Spa w\/ Waterslide$
From $2293 per night (USD)
VRBO
Perfect Location. Private Heated Pool\/Spa w\/ Waterslide
Bedrooms:
6
Bathrooms:
8
Sleeps:
19
At A Glance • 6-minute walk from the beach • Private pool, hot tub, and waterslide • Dog-friendly with host approval p ...
From $2293 per night (USD)
VRBO
$Heated Pool\/Spa w\/ Waterslide. Rooftop Deck w\/ Gulf Views. Water\/Dock Access$
From $1864 per night (USD)
Expedia
Heated Pool\/Spa w\/ Waterslide. Rooftop Deck w\/ Gulf Views. Water\/Dock Access
Bedrooms:
7
Bathrooms:
8
Sleeps:
22
Aloft on Canal by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Highlights: • 3-minute walk from the beac ...
From $1864 per night (USD)
Expedia
From $110 per night (USD)
VRBO
Cozy and stylish house with wooded view in North Port, Fl
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Gorgeous fully furnished 3 bedroom 2 full bathroom house, highly desired North Port Area!Tropical and beach atmosphere a ...
From $110 per night (USD)
VRBO
From $576 per night (USD)
Expedia
Crystal Sands Tower Unit 901 - Beachfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $576 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Tiny House Seashell perfectly sleeps 2 and offers cozy beach accommodations
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our smallest Tiny House yet and on a private area of our property! It's tucked away in a fenced in area. Can you vacatio ...
From $193 per night (USD)
VRBO
From $247 per night (USD)
Expedia
PEACEFUL AND SERENE CONDO, Close to Turtle Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom, 2 bath condo within waking distance of Turtle Beach! Watch the breath taking sunsets from the lanai. Enjoy ...
From $247 per night (USD)
Expedia
$Tropical Oasis | Luxury Home on Siesta Key w\/ Private Heated Pool\/ Spa, Steps to Beach & Village!$
From $2245 per night (USD)
VRBO
Tropical Oasis | Luxury Home on Siesta Key w\/ Private Heated Pool\/ Spa, Steps to Beach & Village!
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
Welcome to Tropical Oasis. This private family home is perfect for large families, with the ability to accommodate up to ...
From $2245 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Casa Blanca Villa C16
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This newly renovated state of the art Villa boasts a newly remodeled and fully equipped gourmet kitchen with granite cou ...
From $341 per night (USD)
VRBO
From $123 per night (USD)
VRBO
Venice Vacation Rental with backyard lakefront
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Fully furnished Seasonal rental. The house is an updated 3 bath 2 bedroom with 1763 sq. ft. of living area. The home h ...
From $123 per night (USD)
VRBO
$Venice Home w\/ Fire Pit & Grill: 2 Mi to Beach!$
From $171 per night (USD)
Expedia
Venice Home w\/ Fire Pit & Grill: 2 Mi to Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy all the coastal excitement surrounding Venice when you book this lovely 2-bedroom, 1-bath vacation rental! Boastin ...
From $171 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Paradise found in FLA
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This beautiful house offers three bedrooms and 2 bath. You’ll get a great night’s rest on the plush one king sized bed t ...
From $263 per night (USD)
VRBO
$2Bd2 Ba beach cottage w\/private front\/back yard, screened porch, firepit, grill$
From $476 per night (USD)
Expedia
2Bd2 Ba beach cottage w\/private front\/back yard, screened porch, firepit, grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Sparkling Florida Bea ...
From $476 per night (USD)
Expedia
Click For Pricing
VRBO
Spectacular 8th FL panoramic views of the Gulf of Mexico and Downtown Sarasota
Bedrooms:
3
Bathrooms:
3
Sleeps:
2
Gulf front panorama from this lovely 8th floor spacious condo available for $6,000/month starting January 1, 2021 (a 3-m ...
Click For Pricing
VRBO
From $262 per night (USD)
Expedia
Relax & Unwind in this charming heated pool home- 7 min to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to our charming 2-bedroom vacation home in the heart of South Venice, just minutes away from the stunning Manasot ...
From $262 per night (USD)
Expedia
From $818 per night (USD)
VRBO
Unbeatable Ocean Views, Private Beach, Unaffected by Hurricane | $185 Free Activities Daily
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Penthouse with private BEACH on SIESTA KEY!! Gulf of Mexico views seen throughout the two level condo. Siesta Breakers ...
From $818 per night (USD)
VRBO
From $154 per night (USD)
Expedia
The Cozy Beach Suite of Sunny Sarasota!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautifully designed studio inspired guest suite in the heart of Sarasota ready for your next stay! We designed this sui ...
From $154 per night (USD)
Expedia
From $523 per night (USD)
VRBO
$185 Free Activities Daily, Beach Complex, Gated, Htd Pool, Unaffected by Hurricane, Ready to Book!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hurricane Update: the private beach access is open. Pool is open, hot tub is not available. Hurricane Update: The pool ( ...
From $523 per night (USD)
VRBO
From $1689 per night (USD)
Expedia
Resort Style Backyard! Private Dock and Beach Views! - Sea Spray
Bedrooms:
7
Bathrooms:
9
Sleeps:
22
Sea Spray by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Sea Spray! This eight-bedroom a ...
From $1689 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Condo on Venice Island - Prime location - 4 Blocks to either the beach or town
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2BR/2BA condo on the second Floor of a 2 story complex. Perfect location in quiet residential neighborhood 4 blocks to t ...
From $262 per night (USD)
VRBO
$Retreat Half-Mile to Beach\/Siesta Key Village$
From $292 per night (USD)
Expedia
Retreat Half-Mile to Beach\/Siesta Key Village
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Get ready for the perfect Florida vacation full of white sands, cool ocean breezes, and all the rest and relaxation you ...
From $292 per night (USD)
Expedia
From $1135 per night (USD)
VRBO
Fabulous Custom Home in Siesta Key!
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Located just outside of vibrant Siesta Key Village, you find a 2600 square foot 4 bedroom, 3 Full, 1 .5 Bath Custom Home ...
From $1135 per night (USD)
VRBO
$🌴💦 Fresh & updated 2\/2 Siesta Key Condo~Fast WiFi, Pool, Private beach access!$
From $389 per night (USD)
Expedia
🌴💦 Fresh & updated 2\/2 Siesta Key Condo~Fast WiFi, Pool, Private beach access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to 𝗣𝗮𝗹𝗺 𝗩𝗶𝗲𝘄 at Siesta Dunes! Kick off your shoes, grab a drink and enjoy the palm view (our condo's nam ...
From $389 per night (USD)
Expedia
Click For Pricing
VRBO
2 bedroom Condo, Bird Bay Village. REMODELED NEW NEW NEW
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 BR 2 BA, has a beautiful screened in lanai! NEW almost everything! New floors, paint, vanities, ALL new furniture, A ...
Click For Pricing
VRBO
From $868 per night (USD)
Expedia
Boaters Paradise Near Siesta Key Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
JAN 2024 DISCOUNT 2% rebate between Jan. 2-22. Exquisite new construction just over the 2 mile bridge from Siesta Key Be ...
From $868 per night (USD)
Expedia
$Modern Home w\/ Screened-In Pool: 4 Mi to the Beach$
From $406 per night (USD)
VRBO
Modern Home w\/ Screened-In Pool: 4 Mi to the Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience the serene southwestern coast of Florida at this tastefully furnished 3-bedroom, 2-bath vacation rental locat ...
From $406 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent) L ...
From $409 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Florida's #1 Beach's Nearby!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this newly 3/2 renovated home in sunny Sarasota Florida! This home features a modern style with a cozy feelin ...
From $260 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach and Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Unwind and reconnect at this beautifully updated vacation home in Sarasota! Perfect for families, this 2-bedroom, 2-bath ...
From $196 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Find Your Happy Place on Siesta Key, Crescent Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 (five) day minimum stay. Immaculate Beach villa on beautiful Crescent Beach on #1 rated Siesta Key, Sarasota, Fl. Ful ...
From $480 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...
From $342 per night (USD)
Expedia
From $225 per night (USD)
VRBO
30% off Nov - Dec 14, 2024, See Description for Info, Pool View, Walk to Siesta Key Beach, Tennis, H
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
HURRICANE UPDATE: Please note that there is a building-wide A/C outage from the recent hurricane. This unit does not hav ...
From $225 per night (USD)
VRBO
$Private Beach 1 Block To Lido Beach. 1\/2 Mile St. Armand Circle$
From $483 per night (USD)
Expedia
Private Beach 1 Block To Lido Beach. 1\/2 Mile St. Armand Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Many Five Star reviews on this bright & sunny beach home with two bedrooms, 2 baths, very private, fenced yard, hardwood ...
From $483 per night (USD)
Expedia

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