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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 $132 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 $132 per night (USD)
VRBO
From $210 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 $210 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Luxury On The Beach in the Heart of Siesta Key at Crystal Sands 809
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Perfect for a family vacation or a romantic getaway. Gorgeous 2 bedroom, 2 bath condo at the luxurious Crystal Sands res ...
From $397 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Luxury Lemon Bay 4 BR villa with pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This spacious 2156 square feet large and unique villa is set close to Manasota Beach and offers you 4 bedrooms and 3.5 b ...
From $255 per night (USD)
Expedia
From $254 per night (USD)
VRBO
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 $254 per night (USD)
VRBO
$The Birdhouse | Private Siesta Key Home w\/ Heated Pool, Screened-In Patio, Minutes Away From Beach!$
From $568 per night (USD)
Expedia
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 Serene Siesta Key Beach Retreat Nestled just 1.5 miles from the world-famous Siesta Key ...
From $568 per night (USD)
Expedia
From $369 per night (USD)
VRBO
🦀 Waterfront house with dock & heated pool 🦀 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 $369 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
From $283 per night (USD)
VRBO
Paradise Palms - Heated Pool - Sarasota & Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Awesome for longer stats and families with kids. Close to Siesta Key. Beautiful outdoor area with heated pool surrounde ...
From $283 per night (USD)
VRBO
From $734 per night (USD)
Expedia
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. Accommodation for your entire stay with spac ...
From $734 per night (USD)
Expedia
From $467 per night (USD)
VRBO
:: VILLA OASIS in the heart of Siesta Key with POOL::
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 $467 per night (USD)
VRBO
From $158 per night (USD)
Expedia
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 $158 per night (USD)
Expedia
From $157 per night (USD)
VRBO
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 $157 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Beach is only one a minute drive. Nicely remodeled condo.
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
It only takes one minute to drive or 8 minutes to walk over to the beautiful Nokomis beach on Casey Key. Supermarkets, g ...
From $132 per night (USD)
Expedia
$Altez Vacations Villa w\/pool. Walk to Siesta Beach$
From $305 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 $305 per night (USD)
VRBO
From $238 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 $238 per night (USD)
Expedia
From $216 per night (USD)
VRBO
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $216 per night (USD)
VRBO
$Walk to Beach: Condo w\/ Pool & Patio In Sarasota!$
From $213 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 Friendly | Remote Workers Welcome If an outing to a bustling ...
From $213 per night (USD)
Expedia
From $1932 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 $1932 per night (USD)
VRBO
From $1768 per night (USD)
Expedia
Huge Yard with Heated Pool, Steps to Beach - The Pool House
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
The Pool House by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to The Pool House, a gorgeou ...
From $1768 per night (USD)
Expedia
From $1809 per night (USD)
VRBO
Home with Gulf Views, Private Heated Pool, Spa, Game Room - Sunset View
Bedrooms:
6
Bathrooms:
8
Sleeps:
25
Sunset View by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Sunset View, a spectacular ...
From $1809 per night (USD)
VRBO
From $655 per night (USD)
Expedia
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 $655 per night (USD)
Expedia
From $1694 per night (USD)
VRBO
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 $1694 per night (USD)
VRBO
From $2274 per night (USD)
Expedia
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 $2274 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Tiny House Flamingo - free WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Flamingo once was occupied as a permanent residence and now resides with us at Tiny House Siesta. Master bedroo ...
From $184 per night (USD)
VRBO
$Private Heated Pool, Steps to Siesta Key Village\/Beach, Family\/Pet Friendly$
From $903 per night (USD)
Expedia
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 $903 per night (USD)
Expedia
$Steps to Beach. Shared Pool Pet\/Family Friendly. Parking Incl.$
From $651 per night (USD)
VRBO
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 $651 per night (USD)
VRBO
From $950 per night (USD)
Expedia
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 $950 per night (USD)
Expedia
From $330 per night (USD)
VRBO
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 $330 per night (USD)
VRBO
$Perfect Location. Private Heated Pool\/Spa w\/ Waterslide$
From $1896 per night (USD)
Expedia
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 $1896 per night (USD)
Expedia
$Heated Pool\/Spa w\/ Waterslide. Rooftop Deck w\/ Gulf Views. Water\/Dock Access$
From $2351 per night (USD)
VRBO
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 Welcome to Aloft on Canal! This luxurious ...
From $2351 per night (USD)
VRBO
From $205 per night (USD)
Expedia
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 $205 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $176 per night (USD)
Expedia
Tiny House Seashell - tiny living at the beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Our smallest Tiny House yet and on a private area of our property! It's tucked away in a fenced in area. Can yo ...
From $176 per night (USD)
Expedia
$Tropical Oasis | Luxury Home on Siesta Key w\/ Private Heated Pool\/ Spa, Steps to Beach & Village!$
From $2382 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 $2382 per night (USD)
VRBO
From $344 per night (USD)
Expedia
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 $344 per night (USD)
Expedia
From $181 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 $181 per night (USD)
VRBO
$Venice Home w\/ Fire Pit & Grill: 2 Mi to Beach!$
From $179 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 $179 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
$2Bd+2 Ba beach cottage w\/private front\/back yard, screened porch, firepit, grill$
From $440 per night (USD)
Expedia
2Bd+2 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. Fully renovated post 2 ...
From $440 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 $231 per night (USD)
Expedia
Poolside Oasis with heated pool-7 min to beach-2 bikes-very private
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Poolside! Our 2-bedroom 2 bathroom vacation home is located just 7 minutes away from the stunning Manasot ...
From $231 per night (USD)
Expedia
From $747 per night (USD)
VRBO
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $747 per night (USD)
VRBO
From $156 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 $156 per night (USD)
Expedia
From $463 per night (USD)
VRBO
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $463 per night (USD)
VRBO
From $1852 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 $1852 per night (USD)
Expedia
$Located on Venice Island - Totally Remodeled Condo - 4 Blocks to the beach\/town$
From $173 per night (USD)
VRBO
Located on Venice Island - Totally Remodeled Condo - 4 Blocks to the beach\/town
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Totally remodeled 2BR/2BA condo on the second Floor of a 2 story complex. All brand new Furniture. Perfect location on t ...
From $173 per night (USD)
VRBO
From $909 per night (USD)
Expedia
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 $909 per night (USD)
Expedia
$🌴💦 Fresh & updated 2\/2 Siesta Key Condo~Fast WiFi, Pool, Private beach access!$
From $440 per night (USD)
VRBO
🌴💦 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 $440 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
From $880 per night (USD)
VRBO
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 $880 per night (USD)
VRBO
From $338 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 $338 per night (USD)
Expedia
From $254 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 $254 per night (USD)
VRBO
From $175 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 $175 per night (USD)
Expedia
From $433 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 $433 per night (USD)
VRBO
From $301 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 $301 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $145 per night (USD)
VRBO
$Private Beach 1 Block To Lido Beach. 1\/2 Mile St. Armand Circle$
From $428 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 $428 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Anchorage 305 - Siesta Chillin
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious condo managed by The Anchorage Community Rental Program. The Community Rental Prog ...
From $288 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Anchorage 504 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $327 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Anchorage 204 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $307 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Anchorage 905 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $327 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Anchorage 406 in Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $288 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Anchorage 507 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $307 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Anchorage 405 in Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your tropical paradise awaits you in this beautiful 2-bedroom 2-bathroom home located in beautiful Siesta Key. Just a sh ...
From $288 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Anchorage 704 in Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $327 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Anchorage 403 in Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium facing the Gulf of Mexico in be ...
From $307 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Anchorage 807 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Anchorage unit 807 on beautiful Siesta Key. We invite you to stay in our spacious 1,250 squ ...
From $327 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Anchorage 711 in Siesta Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
We invite you to stay in our spacious 2,400 square foot 3 bedroom 2.5 bathroom condominium at The Anchorage Yacht and Te ...
From $518 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Anchorage PH-6 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Penthouse Unit with Sweeping Views of the Gulf of Mexico and the Inter-Coastal Waterway We invite you to st ...
From $327 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Crystal Sands Tower Unit 706 - 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 $471 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Modern & Cozy Home, close to beach & Dearborn St!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful, cozy, modern and recently renovated home!! Only 7 min drive to Manasota Key beach, 1 mile from Dearborn Stre ...
From $196 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Corner unit, water views, boat access, remodeled, elevator building, no pets
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Breathtaking, panoramic views await you at this luxurious condo on the 7th floor of an elevator building overlooking the ...
From $239 per night (USD)
VRBO
Click For Pricing
Expedia
Steps to Gulf of Mexico
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Walk to the Gulf of Mexico which is just a half block away. Three blocks to downtown Venice where you will find shopping ...
Click For Pricing
Expedia
From $157 per night (USD)
VRBO
Perfect location! Beautiful! Clean! Heated swimming pool! 
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come stay in this 768 sq. ft, 1 bedroom, 1 bathroom condominium with a quiet,private,fenced in backyard. Beautiful new t ...
From $157 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Tastefully remodeled pool home 7 minutes from the Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tastefully remodeled home only 7 minutes from stunning Siesta Key Beach! As you walk in, you are greeted with all styli ...
From $475 per night (USD)
Expedia
$Big Roomy Beach Cottage: 4 bd\/3 ba -2,000 sq ft; 100 ft to beach path; priv pool$
From $678 per night (USD)
VRBO
Big Roomy Beach Cottage: 4 bd\/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $678 per night (USD)
VRBO
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Expedia
Enjoy Rooftop Views, Pool Fun, & Bikes 5 Mins from Lido Beach - Smooth Sailing
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Smooth Sailing by Lido Key Vacations Home in Lido Key, FL 34236 VR23-00022 Minimum stay duration of 7 days/nights Welco ...
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Expedia
From $321 per night (USD)
VRBO
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $321 per night (USD)
VRBO
From $650 per night (USD)
Expedia
Beach front paradise located in a Condo Building Beach front Penthouse!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful brand new three bedroom which has three king-size beds three full bathroom penthouse condo At the #1 beach. ...
From $650 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Pool Home, Steps to Secluded Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...
From $365 per night (USD)
VRBO
From $232 per night (USD)
Expedia
A Bayside Treasure - Outstanding Waterfront Views!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our spacious (1400 sq. ft.) luxurious third floor condominium has been completely remodeled and professionally decorated ...
From $232 per night (USD)
Expedia
From $114 per night (USD)
VRBO
Charming Private Garden Cottage hide away in the heart of Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...
From $114 per night (USD)
VRBO
From $2902 per night (USD)
Expedia
Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook
Bedrooms:
10
Bathrooms:
8
Sleeps:
18
Ocean Overlook by Siesta Key Luxury Rental Properties Home in Sarasota, Florida Your dream vacation awaits at Ocean O ...
From $2902 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Spacious & Quiet at Fishermans Haven on Siesta Key. Private Beach, Heated Pool, Fish on the Bay. FH6
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Beautiful, Spacious & Quiet at Fisherman's Haven on Siesta Key. Private Beach, Fish on the Bay, Gated. Beautifully appo ...
From $303 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Beautiful one bedroom condo on Siesta Key. minutes from Siesta key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Beautiful 4'th floor condo with elevator access. screened in lanai, all the essentials, and beach chairs, umbrellas, coo ...
From $197 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Beachfront on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Updated and charming cottage RIGHT ON THE BEACH where you can sunbathe, swim, snorkel, collect shells and sharks' teeth, ...
From $397 per night (USD)
VRBO
From $371 per night (USD)
Expedia
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Siesta Key is situated on what is known as a barrier island. It measures 7 miles long, lies just offshore from Sarasota, ...
From $371 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Upscale Hidden Jewel 2 miles to Nokomis Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This is the place for you if you like tranquility, but close to the beach and walking distance to restaurants. Our place ...
From $305 per night (USD)
VRBO
From $95 per night (USD)
Expedia
Condo Close To The Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Wow! Come check out this beautifully remodeled condo in the heart of Venice. This luxury condo boasts 2 bedrooms and 2 b ...
From $95 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Anchorage 208 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $288 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Anchorage 207 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $288 per night (USD)
Expedia
From $193 per night (USD)
VRBO
A Cozy Coastal Home Minutes Away from Sandy Beaches.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your coastal escape in South Venice, Florida! This charming beach house offers the perfect blend of relaxatio ...
From $193 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Family friendly, Siesta Key.
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Our home is 1/2 mile from Siesta Key Beach access. It is ideal for an extended getaway, or a family who needs a place wh ...
From $176 per night (USD)
Expedia
$Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w\/ Private Pool & Large Outdoor Space$
From $431 per night (USD)
VRBO
Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w\/ Private Pool & Large Outdoor Space
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Experience the Ultimate in Luxury at Ventana Rosa – Your Siesta Key Escape Discover the essence of luxury and tranquili ...
From $431 per night (USD)
VRBO
From $117 per night (USD)
Expedia
amazing apartment on the beach. With warm pool .
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
On the landscaped side of the complex, you will hear a calming waterfall right from your tropical patio! The apartment ...
From $117 per night (USD)
Expedia
From $374 per night (USD)
VRBO
“Casa Concord: 3BR-2BA Home with Private SaltH20 Pool, 2 Miles from Siesta Key”
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Just 2 miles to Crescent Beach, Siesta Key, 3.9 miles to Siesta Key Beach! Ranked the #1 Beach in America and the World, ...
From $374 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent) Located ...
From $326 per night (USD)
Expedia

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