Sarasota Area Rentals
- From $266 per night (USD)
VRBO
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 $266 per night (USD)VRBO
- From $600 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. Accommodations for your entire stay with spa ...
From $600 per night (USD)Expedia
- From $437 per night (USD)
VRBO
:: 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 $437 per night (USD)VRBO
- Click For Pricing
Expedia
Charming 3\/2 Home Peaceful on Legacy Trail! Pets Accepted!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This comfortable house of 1,370 sq ft, offers a large outdoor area, 3 bedrooms, 2 bathrooms, it's perfect for a family o ...
Click For PricingExpedia
- From $143 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 $143 per night (USD)VRBO
- From $710 per night (USD)
Expedia
Seas the Day | Canal Front Home on Siesta Key w\/ Private Heated Pool & Kayaks, Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
Welcome to Seas The Day, a truly remarkable waterfront retreat that promises to exceed all your expectations for a perfe ...
From $710 per night (USD)Expedia
- From $132 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 $132 per night (USD)VRBO
- From $180 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 $180 per night (USD)Expedia
- From $433 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, a charming yet coastal vacation home nestled on the beautiful island of Siesta Key. This delig ...
From $433 per night (USD)VRBO
- From $272 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 $272 per night (USD)VRBO
- From $139 per night (USD)
VRBO
Fisherman Cottage Camp on Whitaker Bayou minutes from Sarasota Main St. downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $139 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Private Beach Steps Away, 2 Flrs, Pools, Non-Tower
- 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 $309 per night (USD)Expedia
- From $105 per night (USD)
VRBO
One minute drive from the beach. Nicely remodeled condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Only few minutes walk from from the beautiful Nokomis beach on Casey Key. Supermarkets, gas stations, banks, restaurants ...
From $105 per night (USD)VRBO
- From $262 per night (USD)
Expedia
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 $262 per night (USD)Expedia
- From $283 per night (USD)
VRBO
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 $283 per night (USD)VRBO
- From $179 per night (USD)
Expedia
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 $179 per night (USD)Expedia
- From $178 per night (USD)
VRBO
Updated Condo w\/ Patio, Walk to Crescent Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If soft white sand, crystal-clear water, and a bustling beach town are what you're searching for, look no further than t ...
From $178 per night (USD)VRBO
- From $460 per night (USD)
Expedia
Private Heated Pool. Steps to Siesta Key Village\/Beach. Parking Incl.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Retreat by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Ideally located between Siesta Key Beach an ...
From $460 per night (USD)Expedia
- From $454 per night (USD)
VRBO
Perfect for Families, Steps to Siesta Key Beach and Village!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Fins Up by Siesta Key Luxury Rental Properties Duplex in Siesta Key, FL Perfect for Families! Amazing 3 bedroom, 2 bat ...
From $454 per night (USD)VRBO
- From $990 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 $990 per night (USD)Expedia
- From $1525 per night (USD)
VRBO
Perfect Location. Pool with Waterslide and Spa - Sunset Splash
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 23
Sunset Splash by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Welcome to Sunset Splash! This legendary gr ...
From $1525 per night (USD)VRBO
- From $110 per night (USD)
Expedia
Tiny House Flamingo- Cute and vibrant with Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your next vacation can have the relaxation of the beach with the cozy environment of Tiny House Flamingo. Flamingo once ...
From $110 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Private Heated Pool, Steps to Siesta Key Village\/Beach, Family\/Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $440 per night (USD)VRBO
- From $523 per night (USD)
Expedia
Steps to Beach. Shared Pool\/Game Room. Pet\/Family Friendly. Parking Incl.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Island Sun by Siesta Key Luxury Rental Properties 559 Beach Rd B Siesta Key, FL 34242 Welcome to Island Sun, a gorgeous ...
From $523 per night (USD)Expedia
- From $853 per night (USD)
VRBO
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Aruba by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Aruba! This fantastic vacation ho ...
From $853 per night (USD)VRBO
- From $1197 per night (USD)
Expedia
Private Heated Pool\/Spa, Perfect Location, Family\/Pet Friendly, Game Room
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 22
Surf View by Siesta Key Luxury Rental Properties Home in Siesta Key, FL At A Glance • Huge 3 Story Pool Home w/ 8 Bedro ...
From $1197 per night (USD)Expedia
- From $1081 per night (USD)
VRBO
Huge Back Yard, Heated Pool w\/ Tiki Hut, Steps to Beach\/Village
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The Pool House Si ...
From $1081 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Altez Vacations Villa Steps from Beach and Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Property Find yourself in the relaxing comforts of Siesta Villa Laughing Gull. A single-story stand-alone villa, loc ...
From $325 per night (USD)Expedia
- From $1400 per night (USD)
VRBO
Perfect Location. Private Heated Pool\/Spa w\/ Waterslide
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 19
At A Glance • 6-minute walk from the beach • Private pool, hot tub, and waterslide • Dog-friendly with host approval p ...
From $1400 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Family Retreat with Pool, Games, Dock, Fishing, Golf by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Tanglewood is a relaxing vacation spot for outdoors fun and adventure--offering fishing, kayaking, swimming, bird-watchi ...
From $365 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Crystal Sands Tower Unit 901 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $500 per night (USD)VRBO
- From $85 per night (USD)
Expedia
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 $85 per night (USD)Expedia
- From $213 per night (USD)
VRBO
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 $213 per night (USD)VRBO
- From $2086 per night (USD)
Expedia
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 $2086 per night (USD)Expedia
- From $1475 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 Highlights: • 3-minute walk from the beac ...
From $1475 per night (USD)VRBO
- From $89 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 $89 per night (USD)Expedia
- From $327 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 $327 per night (USD)VRBO
- From $98 per night (USD)
Expedia
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 $98 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Pinecraft Sunset Tiny Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This unique comfortable tiny home in the heart of Sarasota. Close to Pinecraft, beaches, shops and restaurants. ...
From $146 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Venice Home w\/ Fire Pit & Grill: 2 Mi to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy all the coastal excitement surrounding Venice when you book this lovely 2-bedroom, 1-bath vacation rental! Boastin ...
From $139 per night (USD)Expedia
- From $300 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 $300 per night (USD)VRBO
- From $398 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 $398 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 PricingVRBO
- From $222 per night (USD)
Expedia
Relaxing & Cozy-heated pool cottage-2 bikes--cable TV- 7 min to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to S. Venice. This cozy newly updated 2/2 private home is tucked away in a quiet residential neighborhood locate ...
From $222 per night (USD)Expedia
- From $461 per night (USD)
VRBO
Incredible Ocean Views Throughout, Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Penthouse with private BEACH on SIESTA KEY!! Gulf of Mexico views seen throughout the two level condo. Siesta Breakers ...
From $461 per night (USD)VRBO
- From $73 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 $73 per night (USD)Expedia
- From $312 per night (USD)
VRBO
Competitive Rates, Gated, Private Beach, Htd Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FABULOUS LISTING IN SIESTA DUNES WITH PRIVATE BEACH ON SIESTA KEY!! Siesta Dunes is a gated complex with their own PRI ...
From $312 per night (USD)VRBO
- Click For Pricing
Expedia
Amazing sunsets on beach #402 top floor condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax and enjoy spectacular Florida sunsets overlooking world famous Siesta Key Beach. This upscale, coastal design cond ...
Click For PricingExpedia
- From $915 per night (USD)
VRBO
Waterslide, Heated Pool\/Spa, Canal\/Dock Access, Rooftop-Gulf Views
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 22
Sea Spray by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Sea Spray, a beach and boaters ...
From $915 per night (USD)VRBO
- From $150 per night (USD)
Expedia
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 $150 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Retreat Half-Mile to Beach\/Siesta Key Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready for the perfect Florida vacation full of white sands, cool ocean breezes, and all the rest and relaxation you ...
From $279 per night (USD)VRBO
- Click For Pricing
Expedia
Ocean Sky | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Ocean Sky, a luxurious retreat that offers the perfect combination of comfort, convenience, and style. From t ...
Click For PricingExpedia
- From $900 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 $900 per night (USD)VRBO
- From $441 per night (USD)
Expedia
🌴💦 Freshly updated 2\/2 Condo ~ Fast WiFi, Pool, Private beach access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $441 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 PricingVRBO
- From $535 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 $535 per night (USD)Expedia
- Click For Pricing
Expedia
Legacy Beach Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Come enjoy this beautiful spacious completely renovated 2 Bedroom/ 2 Bath home located 2.5 miles from the famous Casey K ...
Click For PricingExpedia
- From $200 per night (USD)
Expedia
No hidden fees! - Minutes to Siesta Key attractions
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Come relax at your own private oasis in a prime location close to top-notch restaurants, shopping, and America’s #1 Sies ...
From $200 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Modern Home w\/ Screened-In Pool: 4 Mi to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the serene southwestern coast of Florida at this tastefully furnished 3-bedroom, 2-bath vacation rental locat ...
From $295 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent) L ...
From $285 per night (USD)Expedia
- From $161 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 $161 per night (USD)VRBO
- Click For Pricing
Expedia
AP 7883 - Just in for rentals close to Siesta Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Just in for rentals close to Siesta Beach! Well appointed, well equipped, fully rejuvenated and beautifully furnished b ...
Click For PricingExpedia
- From $168 per night (USD)
VRBO
Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach!
- 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 $168 per night (USD)VRBO
- From $375 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 $375 per night (USD)VRBO
- From $119 per night (USD)
VRBO
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $119 per night (USD)VRBO
- From $184 per night (USD)
Expedia
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 $184 per night (USD)Expedia
- From $214 per night (USD)
VRBO
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 $214 per night (USD)VRBO
- From $199 per night (USD)
Expedia
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 $199 per night (USD)Expedia
- From $214 per night (USD)
VRBO
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 $214 per night (USD)VRBO
- Click For Pricing
Expedia
Anchorage 909 in Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
Click For PricingExpedia
- From $184 per night (USD)
VRBO
Anchorage 406 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 $184 per night (USD)VRBO
- From $199 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 $199 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Anchorage 405 in Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your tropical paradise awaits you in this gorgeous 2-bedroom 2-bathroom home located in gorgeous Siesta Key. Just a shor ...
From $184 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Anchorage 704 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 $214 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Anchorage 403 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 facing the Gulf of Mexico in be ...
From $199 per night (USD)VRBO
- From $214 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 $214 per night (USD)Expedia
- From $361 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 $361 per night (USD)VRBO
- From $214 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 $214 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Crystal Sands Tower Unit 706 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $411 per night (USD)VRBO
- From $157 per night (USD)
VRBO
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 $157 per night (USD)VRBO
- From $127 per night (USD)
VRBO
Harbor Tower, Free Activities, Pool, Tennis, Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you want lots of amenities in a gated property that rests on the intracoastal waterway, can walk or take a short bik ...
From $127 per night (USD)VRBO
- From $350 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 $350 per night (USD)Expedia
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Expedia
Renovated Quiet Venice Pool + Hot Tub Oasis! 2\/2
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New three person hot tub just installed, new pics will come soon! Overview: This listing is for a fully renovated 1200S ...
Click For PricingExpedia
- From $220 per night (USD)
Expedia
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 $220 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $134 per night (USD)
Expedia
Blue Beach House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
10 minutes from Siesta Key Beach. 2 bedrooms 2 bathrooms. With a lot of space. Patio for BBQ with your family. Quite dea ...
From $134 per night (USD)Expedia
- From $103 per night (USD)
VRBO
Perfect location!<br>Beautiful!<br>Clean!<br>Heated swimming pool!<br>
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $103 per night (USD)VRBO
- From $369 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 $369 per night (USD)Expedia
- From $185 per night (USD)
VRBO
New Pineapple house with a huge private backyard 2 miles from Siesta Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Pineapple House is a great place to spend a happy time at a huge private backyard where you can eat dinner, lay on t ...
From $185 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Siesta Breeze Beach House: 3bed\/3bath - Pool-stroll To Beach Or Village!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Located on a quiet cul de sac street in a tropical setting, with only a half block to wonderful dining, and another bloc ...
From $315 per night (USD)Expedia
- From $575 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 $575 per night (USD)VRBO
- From $1141 per night (USD)
Expedia
Backyard Oasis-Heated Pool\/Spa w\/ Waterslide. Rooftop-Gulf Views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Smooth Sailing by Lido Key Vacations Home in Lido Key, FL 34236 Vacation Rental License Minimum stay duration of 7 days ...
From $1141 per night (USD)Expedia
- From $284 per night (USD)
VRBO
7 Minute Walk to Lido beach, Walk to Ritz Carlton
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Location Location Location….You have heard it but we have got it! This Villa is located on Lido Key across street from ...
From $284 per night (USD)VRBO
- From $1438 per night (USD)
VRBO
(#4)Tropical Paradise with Saltwater Heated Pool 10 min to Siesta Key Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This house (#4) is managed by the LaCasaVacations, feel free to visit us for our SALTLIFE discount coupon or any questio ...
From $1438 per night (USD)VRBO
- From $536 per night (USD)
VRBO
Beach front paradise
- 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 $536 per night (USD)VRBO
- From $262 per night (USD)
Expedia
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 $262 per night (USD)Expedia
- From $175 per night (USD)
VRBO
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 $175 per night (USD)VRBO
- From $115 per night (USD)
Expedia
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 $115 per night (USD)Expedia
- From $2879 per night (USD)
VRBO
Nearly Beachfront, Gulf Views, Private Heated Pool w\/ Spa, Parking Included
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 18
Ocean Overlook by Siesta Key Luxury Rental Properties Home in Siesta Key, FL At A Glance • Gated, Direct Gulf Front Ho ...
From $2879 per night (USD)VRBO
- From $137 per night (USD)
Expedia
Spacious & Quiet at Fishermans Haven on Siesta Key. Private Beach, Heated Pool, Fish on the Bay. FH6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful, Spacious & Quiet at Fisherman's Haven on Siesta Key. Private Beach, Fish on the Bay, Gated. Beautifully appo ...
From $137 per night (USD)Expedia