Sarasota Area Rentals
From $394 per night (USD)VRBO
Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a two bedroom two bathroom unit furnished with king-size bed in one private bedroom, two twin-size beds in the o ...
From $394 per night (USD)VRBO
From $163 per night (USD)Expedia
1 Block to the Beach on Siesta Key Vacation Rental Home with Swimming Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cape Aqua! This single family vacation rental home on Siesta Key has 3 bedrooms 2 1/2 baths and pool. Located ...
From $163 per night (USD)Expedia
From $287 per night (USD)VRBO
Spacious vacation rental condo with lagoon views, beach access, and pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accommodate you and your ...
From $287 per night (USD)VRBO
From $261 per night (USD)Expedia
Sarasota House w/ Pool Minutes to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel,' a 2-bed, 2-bath vacation rental house ...
From $261 per night (USD)Expedia
From $90 per night (USD)VRBO
Enjoy the Warm Mineral Springs Vacation Rental Home of North Port, Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Get away from it all at this quite North Port, Florida home located minutes to many of the areas warm mineral springs. T ...
From $90 per night (USD)VRBO
From $72 per night (USD)VRBO
Downtown. Sleeps 2. Mins to Beaches & Airport / Ground Floor Unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Ground floor unit (No Stairs), sleeps two. (2). Downtown Sarasota is the cultural, culinary, and nightlife epicenter o ...
From $72 per night (USD)VRBO
From $216 per night (USD)VRBO
BS 1223 - America's Beach Lovers and Bird Watchers This is Your Vacation Rental!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spacious, light and well-maintained one-bedroom unit. Many upgrades within the condo. Updated kitchen and bathroom. Yo ...
From $216 per night (USD)VRBO
From $150 per night (USD)Expedia
AP 3637 - Granite, Stainless Steel, Flatscreen Televisions, Free WiFi - We've
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful two-bedroom villa on the Sarasota mainland. Minutes from Westfield Sarasota Square shopping mall, golf and the ...
From $150 per night (USD)Expedia
From $405 per night (USD)VRBO
Vacation Rental on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this modern and spacious tropical getaway. This newly renovated two bedroom, two bathroom, and den Condo is l ...
From $405 per night (USD)VRBO
From $436 per night (USD)Expedia
Historic Charmer-Walk to Downtown Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make the most of your beach getaway at ‘Driftwood House!’ Nestled in the Gillespie Park District, this 3-bedroom, 1.5-ba ...
From $436 per night (USD)Expedia
From $160 per night (USD)VRBO
Charming home on the bayou with a dock, tropical backyard, & private W/D
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bayou - Osprey Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $160 per night (USD)VRBO
From $200 per night (USD)Expedia
Vibrant home with tropical backyard, WiFi, central AC, & washer/dryer - dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunglow Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $200 per night (USD)Expedia
From $144 per night (USD)VRBO
Single-level waterfront home with a dock, central A/C, & washer/dryer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bayou - Blue Heron Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $144 per night (USD)VRBO
From $193 per night (USD)Expedia
BS 1302 - Kick Back & Relax - King & Queen Beds in Our Adorable Ground Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lovely beach retreat. Walk to Siesta Beach With a King bed in the master bedroom and a Queen bed in the guest den, this ...
From $193 per night (USD)Expedia
From $182 per night (USD)VRBO
BS 1273 - Beautifully remodeled one-bedroom with "sleep-ready" den
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming Siesta Key one bedroom den/second bedroom, one bath vacation condo rental at Gulf & Bay Bayside. Master bedroom ...
From $182 per night (USD)VRBO
From $190 per night (USD)Expedia
Panoramic water view 3br pool home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and enjoy the panoramic waterfront views of the Miakahatchi river waterway from our deck or inground pool off a Ti ...
From $190 per night (USD)Expedia
From $131 per night (USD)VRBO
BS 1200 - Perfect Size! Perfect Price! Perfect Location! On Siesta Key - Short,
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spacious one bedroom/one bathroom vacation rental at the Gulf and Bay Club Bayside on the island paradise of Siesta Key ...
From $131 per night (USD)VRBO
From $297 per night (USD)Expedia
BS 1341 - Family-Friendly 3-bedroom Watch the Dolphin and Manatee from Your
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey f ...
From $297 per night (USD)Expedia
From $252 per night (USD)VRBO
Pet-Friendly Home w/ Yard ~ 6 Miles to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Get away to the Gulf Coast and stay at this Sarasota vacation rental! The 3-bedroom, 1-bathroom home features a spacious ...
From $252 per night (USD)VRBO
From $232 per night (USD)Expedia
BS 1355 - Manatee, Dolphin & More! Beautiful Harbor and Intracoastal Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this high end condo with spectacular water views of the intracoastal waterway and yacht club marina. Unit is beaut ...
From $232 per night (USD)Expedia
From $233 per night (USD)VRBO
3/3 Newly Upgraded and Spacious - Home Away from Home on the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf facing 3 bedroom/2 bathroom condo. fully equipped for your vacation needs, home away from home! This unit is up ...
From $233 per night (USD)VRBO
From $244 per night (USD)Expedia
BS 1304 - Siesta Key Condo - Walk to America's #1 Siesta Beach! Perfect for
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your vacation on Siesta Key in a spacious three bedroom / two bathroom vacation rental. (Unit 1304) This condo is ...
From $244 per night (USD)Expedia
From $54 per night (USD)VRBO
Sunny Apartments a block from Warm Mineral Springs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Sunny apartments! Very clean and recently updated property a block away from world famous Warm Mineral Spri ...
From $54 per night (USD)VRBO
From $195 per night (USD)Expedia
BS 1230 - On Siesta Key - Beach Across the Street. Tennis Courts, Pool & Two
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed f ...
From $195 per night (USD)Expedia
From $142 per night (USD)VRBO
Walk to Lido Beach & Armand Cir, Wifi/DVD, Heated Pool/spa, Renovated Corner Unit Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Simply paradise. We're located in the highly desirable Kingston Arms complex in one of the few coveted end units on Lid ...
From $142 per night (USD)VRBO
From $300 per night (USD)VRBO
Al'Most Heaven
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Old Town nice backyard three bedroom two bath all new furniture 3 miles to Beach convenient to all restaurants ...
From $300 per night (USD)VRBO
From $114 per night (USD)VRBO
Mark …Sun ,air , water -best friends
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
11:02 1 Beach life in this renovated seaside condo overlooking the Gulf of Mexico from your veranda. there is a heated ...
From $114 per night (USD)VRBO
From $232 per night (USD)Expedia
BS 1345 - Water Views & Family-Friendly, Upstairs Beauty on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3 bedroom/2 bathroom condo newly redecorated including new kitchen with granite worktops and new floor tiles, p ...
From $232 per night (USD)Expedia
From $225 per night (USD)VRBO
Beautifully Renovated & Modern, Wifi, Harbor Towers, 3 bedroom with Den
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly remodeled, modern and beautiful 3 bedrooms, plus a den, 3 full bath condo right on Siesta Key, in a complex overlo ...
From $225 per night (USD)VRBO
From $255 per night (USD)Expedia
Spacious tropical retreat with Private Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Vacation home with private pool: 15 min to Siesta Key beach, quick access to I-75. Home is located in family friendly ...
From $255 per night (USD)Expedia
From $178 per night (USD)VRBO
BS 1340 - FRESH! UPDATES GALORE! Siesta Key, Sun, Beach, Pool, Fishing and FUN!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
NEW, FRESH PAINT throughout the entire unit including walls, trim and ceilings. NEW FURNITURE in entire living area, kit ...
From $178 per night (USD)VRBO
From $301 per night (USD)Expedia
Beachfront Condo - Facing Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located directly across from world-renowned Siesta Key Beach, this fabulous condo is the perfect vacation retreat with a ...
From $301 per night (USD)Expedia
From $263 per night (USD)VRBO
Steps to the Gulf & Amazing View - A103, WiFi & Boat Docks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Gulf of Mexico is only 100 ft. from your private sand beach and lanai entrance. Listen to the surf also from your ma ...
From $263 per night (USD)VRBO
From $169 per night (USD)Expedia
POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIAL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small resort on Siesta Key offering daily rentals Luxury 1 bedroom villa on Siesta Key. Easy 5 minute walk to ...
From $169 per night (USD)Expedia
From $2548 per night (USD)VRBO
8 Steps to Beach Path of #1 Beach in the Country! - Old Man and the Sea Inn
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 32
A Gertrude Rentals property. In Siesta Key’s best beach neighborhood, just 8 steps to the sand of the beach path! The ...
From $2548 per night (USD)VRBO
From $195 per night (USD)Expedia
Serene Venice Island Retreat near Beaches w/ shared Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
This tastefully decorated Florida-style villa has everything you need for your stay on the lovely Island of Venice. One ...
From $195 per night (USD)Expedia
From $120 per night (USD)VRBO
Upscale Vacation House in South Venice
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Upscale modern luxury South Venice house 3 bedrooms, 2 baths, 2000 sf, high ceiling, modern Italian furniture. 10 min sh ...
From $120 per night (USD)VRBO
From $95 per night (USD)Expedia
Beach Front Condo, Venice, Florida. 2 bedroom, 2 bath, heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Totally renovated 2 bed and 2 bath condo on private beach, 1/2 mile to down town Venice and short walk to the Venice j ...
From $95 per night (USD)Expedia
From $205 per night (USD)VRBO
Adorable Beach Cottage Bungalow in Sunny Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Larger group? Also enjoy our gorgeous adjacent 2/1 Pineapple Cottage for your group's stay. Perfect for expanded family, ...
From $205 per night (USD)VRBO
From $285 per night (USD)Expedia
SPECIAL!!LOWEST RATES ON THE BEACH!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
DIRECTLY ON CRESCENT BEACH! FREE TROLLEY UP AND DOWN THE KEY! RECLINERS IN LIVING AREA. Condominium complex located dire ...
From $285 per night (USD)Expedia
From $245 per night (USD)VRBO
Location, Location! Sarasota Rambler | Downtown MidMod Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our recently updated 1200 square foot mid-century rambler home is located in the charming downtown Sarasota neighborhood ...
From $245 per night (USD)VRBO
From $156 per night (USD)Expedia
Beautiful Gulf View on Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This Two Bedroom, One Bath condo is just steps to the white, powdered sugar sand of Siesta Key. Here at La Siesta Condom ...
From $156 per night (USD)Expedia
From $863 per night (USD)VRBO
Mid-Century Siesta Key Emaculate Private Home: Pool, Gardens, Luxury Living
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home with a pool. This tropical retrea ...
From $863 per night (USD)VRBO
From $251 per night (USD)Expedia
Retreat Between the Beach & Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The quaintness of our condo and its location are unmatched. This 2B/2B unit is steps away from the bay, and merely acros ...
From $251 per night (USD)Expedia
From $170 per night (USD)VRBO
SUPER CLEAN! Minutes to Siesta Key. JAN NOW AVAILABLE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom, 2 bathroom, ground-floor condo has been completely redone with your comfort in mind. All new furnishings ...
From $170 per night (USD)VRBO
From $421 per night (USD)Expedia
Crystal Sands Tower Unit 508 - 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 $421 per night (USD)Expedia
From $463 per night (USD)VRBO
Crystal Sands Tower Unit 605 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Treat yourself to a completely remodeled and updated 6th floor 2 bedroom 2 bath ocean front condo. Enjoy the beautiful ...
From $463 per night (USD)VRBO
From $345 per night (USD)Expedia
Crystal Sands Tower Unit 210 - 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 $345 per night (USD)Expedia
From $372 per night (USD)VRBO
Crystal Sands Villa 15 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom 2 bath villa provides Gracious living with touches of luxury in this completely equipped apartment with p ...
From $372 per night (USD)VRBO
From $365 per night (USD)Expedia
Newly Remodeled Open Concept Home with Pool in the heart of Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
NEW NEW!! MODERN COASTAL meets funky boho at Chasin' Waves, a NEWLY REMODELED, OPEN CONCEPT home nestled on one of Siest ...
From $365 per night (USD)Expedia
From $244 per night (USD)VRBO
Updated Sienna Park Condo - 4 Miles to Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Book this renovated 3-bed, 2-bath vacation rental for your next visit to Sarasota! Nestled in the heart of Southern Sara ...
From $244 per night (USD)VRBO
From $995 per night (USD)Expedia
St. Armand's Canal-front Pool Home ~ freshly remodeled and steps to the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
PLEASE SEE CANCELLATION POLICIES BELOW - . Arrivals prior to 90 days are to be paid in full. Please note that the min ...
From $995 per night (USD)Expedia
From $450 per night (USD)VRBO
Crystal Sands Unit 806 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unbelievable Beach Views - Just Walk Downstairs to Your White Sand Paradise Enjoy a view of world famous Siesta Key th ...
From $450 per night (USD)VRBO
From $284 per night (USD)Expedia
Crystal Sands Villa 13 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard and steps from ou ...
From $284 per night (USD)Expedia
From $463 per night (USD)VRBO
Crystal Sands Tower Unit 203 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
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 $463 per night (USD)VRBO
From $1000 per night (USD)Expedia
Beach Therapy! Sophisticated updated modern pool home near Lido Key on St. Armands sleeps (11).
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Please see COVID / STANDARD CANCELLATION POLICY BELOW - it is different from VRBO policy options as are payment options ...
From $1000 per night (USD)Expedia
From $409 per night (USD)VRBO
Crystal Sands Tower Unit 805 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
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 $409 per night (USD)VRBO
From $341 per night (USD)Expedia
Crystal Sands Villa 17 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard. Gracious living ...
From $341 per night (USD)Expedia
From $421 per night (USD)VRBO
Crystal Sands Tower Unit 307 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A luxurious two-bedroom, two bath unit beautifully redecorated! Sit and relax on the lanai and enjoy the spectacular vi ...
From $421 per night (USD)VRBO
From $160 per night (USD)VRBO
2 Bedroom 1 Bath condo is steps to the white powdered sand of Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Her at La Siesta Condominiums you also have easy access to Siesta Village and it's numerous restaurants, specialty shops ...
From $160 per night (USD)VRBO
From $463 per night (USD)VRBO
Crystal Sands Tower Unit 1204 - 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 $463 per night (USD)VRBO
From $463 per night (USD)Expedia
Crystal Sands Tower Unit 1004 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Affectionately called "The Perch", unit #1004 has been in our family since the building was nothing more than a blueprin ...
From $463 per night (USD)Expedia
From $463 per night (USD)VRBO
Crystal Sands Tower Unit 404 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Breathtaking Views - Beachfront Condo - Completely Renovated Enjoy breathtaking views of the Gulf of Mexico and world-f ...
From $463 per night (USD)VRBO
From $463 per night (USD)Expedia
Crystal Sands Tower Unit 305 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Treat yourself to a completely remodeled and updated 3rd floor 2 bedroom 2 bath ocean front condo. Enjoy the beautiful ...
From $463 per night (USD)Expedia
From $463 per night (USD)VRBO
Crystal Sands Tower Unit 502 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SONG OF SIESTA KEY!! Located on Beautiful #1 Award Winning White Sands of Siesta Key Beach with panoramic views from 30 ...
From $463 per night (USD)VRBO
From $463 per night (USD)Expedia
Crystal Sands Tower Unit 506 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Treat yourself to a completely remodeled and updated 5th floor 2 bedroom 2 bath ocean front condo. Enjoy the beautiful ...
From $463 per night (USD)Expedia
From $345 per night (USD)VRBO
Crystal Sands Tower Unit 704 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the best of Crystal Sands in this beachy, contemporary 2-bedroom, 2 bath condo overlooking the 2011 and 2017 Best ...
From $345 per night (USD)VRBO
From $382 per night (USD)Expedia
Crystal Sands Tower Unit 710 - 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 $382 per night (USD)Expedia
From $341 per night (USD)VRBO
Crystal Sands Villa 20 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard. Gracious living ...
From $341 per night (USD)VRBO
From $345 per night (USD)Expedia
Crystal Sands Tower Unit 104 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
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 $345 per night (USD)Expedia
From $463 per night (USD)VRBO
Crystal Sands Tower Unit 1102 - 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 $463 per night (USD)VRBO
From $463 per night (USD)Expedia
Crystal Sands Tower Unit 205 - 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 $463 per night (USD)Expedia
From $263 per night (USD)VRBO
Turtle Beach, Beachfront, B110 - First Floor, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
From the lanai and your private patio, you are directly on the beach where it is easy to keep an eye on the children pla ...
From $263 per night (USD)VRBO
From $160 per night (USD)Expedia
Luxurious Living by Siesta Beach in this renovated 2b/1b ground floor unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
NOW WITH PRIVATE WiFi. Our condo is beautifully decorated with elegant touch & taste. It was recently renovated with st ...
From $160 per night (USD)Expedia
From $277 per night (USD)VRBO
Direct Gulf View from 3rd Floor with New Furnishings - B307, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy our third floor upgraded apartment with new wood plank flooring, including on the lanai, new leather couches with ...
From $277 per night (USD)VRBO
From $165 per night (USD)Expedia
Heated Pool FREE WiFi Short Stroll to Beach & Bay America's Sweetheart!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Fall in love with charming Gulf and Bay Club Bayside, a Key West-inspired village l ...
From $165 per night (USD)Expedia
From $263 per night (USD)VRBO
Luxurious Comfort with Gulf Views, 3rd floor, 2 bedroom - B302 Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This recently renovated 3rd floor unit has a new owner who has made many upgrades to the condo. In the newly renovated l ...
From $263 per night (USD)VRBO
From $214 per night (USD)Expedia
Romantic comfort from - B303, 3rd Floor and Gulf View, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The perfect place to spend a romantic vacation directly on the Gulf of Mexico. Enjoy breathtaking views from this lovely ...
From $214 per night (USD)Expedia
From $263 per night (USD)VRBO
Beach Front Sophistication and Comfort, 3rd Floor -B305, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Within just a few feet of the beach, our condominium home features a well equipped kitchen with granite counter tops, lu ...
From $263 per night (USD)VRBO
From $799 per night (USD)Expedia
Walk to the Beach / Ride to the Village / Pool Home in Siesta Key - Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Big Pass Hideaway! A four bedroom two bath private home with large lap pool located just a short walk to Shel ...
From $799 per night (USD)Expedia
From $206 per night (USD)VRBO
Coastal Getaway minutes from Siesta Key, America’s #1 Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Set back off the road on a quiet lane, enjoy this newly furnished, cozy modern coastal home. With this 3 bedroom, 2 bat ...
From $206 per night (USD)VRBO
From $344 per night (USD)Expedia
Corner Unit, Gulf Views of Turtle Beach on 3rd Floor - A301, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Location, location, location ~ and view. 3rd floor corner unit overlooks Turtle Beach. 2015 updates include new wood la ...
From $344 per night (USD)Expedia
From $160 per night (USD)VRBO
Prime Location! La Siesta Condos located directly across from #1 Siesta Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This Two Bedroom, One Bath condo is just steps to the white, powdered sugar sand of Siesta Key. Here at La Siesta Condom ...
From $160 per night (USD)VRBO
From $384 per night (USD)Expedia
Beachfront Siesta Key! Listen to the surf! A205 -2nd floor free WiFi & Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy Gulf sunsets and the sounds of the surf from your 2nd floor beachfront condo - just one flight of steps - or use t ...
From $384 per night (USD)Expedia
From $160 per night (USD)VRBO
Located across the street from Siesta Key Beach, Gulf and Pool View Condo!! #319
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This Two Bedroom, One Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. Here at La Siesta Condom ...
From $160 per night (USD)VRBO
From $170 per night (USD)Expedia
Relax in this renovated 2 bedroom condo with Gulf Views. Great for families
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Now with private WiFi. Your perfect vacation awaits in this Two Bedroom / One Bath Condo right next to famous Siesta Key ...
From $170 per night (USD)Expedia
From $160 per night (USD)VRBO
Charming Condo at La Siesta with Partial Beach Views "Your home away from home"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Now with private Wifi. This Two Bedroom, One Bath condo is just steps to the white, powdered sugar sand of Siesta Key. ...
From $160 per night (USD)VRBO
From $331 per night (USD)Expedia
Chic Sarasota Cottage - Mins to Beach & Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
* Please note: the homeowner lives on-site, in a separate unit. Additionally, exterior-facing security cameras are prese ...
From $331 per night (USD)Expedia
From $192 per night (USD)VRBO
Sarasota Condo w/Deck - 1/2 mile to Turtle Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Begin your sunkissed adventures at this 2-bedroom, 1-bathroom vacation rental condo for 4 guests in Siesta Key. This coa ...
From $192 per night (USD)VRBO
From $263 per night (USD)Expedia
Incredible Gulf View from Lanai or Master -3rd Floor - B308 with Boat Dock & Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This lovely and colorful 3rd floor unit has an incredible view of the Gulf of Mexico to enjoy with your family members f ...
From $263 per night (USD)Expedia
From $160 per night (USD)VRBO
Extraordinary Beach view! 2b/1b Fully Renovated, Walk in shower, Custom Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Now with private WiFi. Your perfect vacation awaits in this Two Bedroom/One Bath condo right next to the famous Siesta K ...
From $160 per night (USD)VRBO
From $263 per night (USD)Expedia
Corner Unit, Privacy and Gulf front, First Floor - B114, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
High demand upgraded first floor corner unit which sleeps 6 features a king, twins and sleeper sofa. The south end offer ...
From $263 per night (USD)Expedia
From $294 per night (USD)VRBO
Palm Bay Private Beach on Siesta Key, Bay Sunrises, Heated Pools/Hot tub, Tennis, Fitness, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Vacation like a King and Queen in one of Siesta Key's most luxurious resorts, The Palm Bay Club! This beach to bay reso ...
From $294 per night (USD)VRBO
From $323 per night (USD)Expedia
Turtle Beach, A105 - First Floor Gulf front - perfect for couples! Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This first floor colorful unit sleeps 6 and you will love the sandy beach just outside the lanai door with comfortable p ...
From $323 per night (USD)Expedia
From $263 per night (USD)VRBO
Beach View with Boat Docks, Lovely Condo - B203, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Fisherman's Cove unit B203, this cozy beach house awaits your visit! Magnificent view of the Gulf of Mexico a ...
From $263 per night (USD)VRBO
From $344 per night (USD)Expedia
Beach front Fisherman's Cove - Two Bedroom - A109, 1st floor, Free Boat Dock & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly remodeled kitchen with stainless appliances. Freshly painted throughout and casual furnishings for your family to ...
From $344 per night (USD)Expedia
From $384 per night (USD)VRBO
First Class with Gulf View & Sunsets - B213, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous unit and beautifully furnished with an incredible 2nd floor view of the Gulf of Mexico. Sleeps six comfortably ...
From $384 per night (USD)VRBO
From $384 per night (USD)Expedia
Upscale Condominium with Breathtaking Beach View - B204, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This tastefully decorated unit for couples or families offers a superb view of the Gulf of Mexico from the second floor ...
From $384 per night (USD)Expedia
From $384 per night (USD)VRBO
Corner Unit, Gulf Front on 2nd floor - A214, Free Boat Docks & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A beautiful gulf view with wrap around, all screened sliding doors to enjoy the gulf breeze. This unit is on the south ...
From $384 per night (USD)VRBO
From $873 per night (USD)Expedia
Villa Vista Mare | Gorgeous Home w/ Views of Gulf, Heated Pool, & Across From Siesta Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Villa Vista Mare is a beautiful Florida style 3 bedroom 3 bathroom home, perfect for your much needed tropical getaway! ...
From $873 per night (USD)Expedia