Sarasota Area Rentals
- From $175 per night (USD)
VRBO
Dog-Friendly Home w\/ Yard ~ 6 Miles to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 4
- 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 $175 per night (USD)VRBO
- From $73 per night (USD)
Expedia
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 $73 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Unaffected by Hurricane, Ready to Book! Walk to Lido Beach\/Armand Cir, Heated Pool\/spa, Corner Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Hurricane Update: pool area is not available. Simply paradise! We're located in the highly desirable Kingston Arms comp ...
From $278 per night (USD)VRBO
- From $296 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 $296 per night (USD)VRBO
- From $231 per night (USD)
VRBO
Beach apartment…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 $231 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Renovated Condo, Heated Pools, Tennis, Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
HURRICANE UPDATE: Please note that there is a building-wide A/C outage from the recent hurricane. This unit does not hav ...
From $301 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Beachfront Condo - Across from Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located directly across from world-renowned Siesta Key Beach, this fabulous condo is the perfect vacation retreat with a ...
From $405 per night (USD)VRBO
- From $363 per night (USD)
Expedia
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 $363 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $223 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 $223 per night (USD)Expedia
- From $173 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 $173 per night (USD)VRBO
- From $166 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 $166 per night (USD)Expedia
- From $389 per night (USD)
VRBO
SIESTA KEY CONDO DIRECTLY ON CRESCENT BEACH, JANUARY DATES AVAILABLE NOW.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NEWLY REMODELLED! DIRECTLY ON CRESCENT BEACH! Located in world famous Siesta Key--recognized for its fine white sand, tr ...
From $389 per night (USD)VRBO
- From $336 per night (USD)
Expedia
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 $336 per night (USD)Expedia
- From $288 per night (USD)
VRBO
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 $288 per night (USD)VRBO
- From $963 per night (USD)
Expedia
Siesta Key Designer Home: *Pool, Gardens, Luxury*
- 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 $963 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Retreat Between the Beach & Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $211 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Super Clean! Minutes to Siesta Key.
- 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 $345 per night (USD)Expedia
- From $603 per night (USD)
VRBO
Crystal Sands Tower Unit 508 - 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 $603 per night (USD)VRBO
- From $558 per night (USD)
Expedia
Crystal Sands Tower Unit 605 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Treat yourself to a completely remodeled and updated 6th floor 2 bedroom 2 bath ocean front condo. Enjoy the beautiful ...
From $558 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Crystal Sands Villa 15 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This 2 bedroom 2 bath villa provides Gracious living with touches of luxury in this completely equipped apartment with p ...
From $475 per night (USD)VRBO
- From $600 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 $600 per night (USD)Expedia
- From $269 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 $269 per night (USD)VRBO
- From $1224 per night (USD)
VRBO
St. Armand's Canal-Front Pool Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
St. Armand's Canal-Front Pool Home steps to the beach! This gem of an estate has been completely rebuilt and remodeled. ...
From $1224 per night (USD)VRBO
- From $649 per night (USD)
VRBO
Crystal Sands Unit 806 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unbelievable Beach Views - Just Walk Downstairs to Your White Sand Paradise Enjoy a view of world famous Siesta Key th ...
From $649 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Crystal Sands Villa 13 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard and steps from ou ...
From $385 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Crystal Sands Tower Unit 203 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $448 per night (USD)VRBO
- From $613 per night (USD)
Expedia
Crystal Sands Tower Unit 805 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $613 per night (USD)Expedia
- From $449 per night (USD)
VRBO
Crystal Sands Villa 17 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard. Gracious living ...
From $449 per night (USD)VRBO
- From $577 per night (USD)
Expedia
Crystal Sands Tower Unit 307 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A luxurious two-bedroom, two bath unit beautifully redecorated! Sit and relax on the lanai and enjoy the spectacular vi ...
From $577 per night (USD)Expedia
- From $288 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 $288 per night (USD)VRBO
- From $613 per night (USD)
Expedia
Crystal Sands Tower Unit 1204 - 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 $613 per night (USD)Expedia
- From $437 per night (USD)
VRBO
Crystal Sands Tower Unit 1004 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Affectionately called "The Perch", unit #1004 has been in our family since the building was nothing more than a blueprin ...
From $437 per night (USD)VRBO
- From $603 per night (USD)
Expedia
Crystal Sands Tower Unit 404 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Breathtaking Views - Beachfront Condo - Completely Renovated Enjoy breathtaking views of the Gulf of Mexico and world-f ...
From $603 per night (USD)Expedia
- From $558 per night (USD)
VRBO
Crystal Sands Tower Unit 305 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Treat yourself to a completely remodeled and updated 3rd floor 2 bedroom 2 bath ocean front condo. Enjoy the beautiful ...
From $558 per night (USD)VRBO
- From $586 per night (USD)
Expedia
Crystal Sands Tower Unit 502 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SONG OF SIESTA KEY!! Located on Beautiful #1 Award Winning White Sands of Siesta Key Beach with panoramic views from 30 ...
From $586 per night (USD)Expedia
- From $504 per night (USD)
VRBO
Crystal Sands Tower Unit 506 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Treat yourself to a completely remodeled and updated 5th floor 2 bedroom 2 bath ocean front condo. Enjoy the beautiful ...
From $504 per night (USD)VRBO
- From $566 per night (USD)
Expedia
Crystal Sands Tower Unit 704 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Enjoy the best of Crystal Sands in this beachy, contemporary 2-bedroom, 2 bath condo overlooking the 2011 and 2017 Best ...
From $566 per night (USD)Expedia
- From $613 per night (USD)
VRBO
Crystal Sands Tower Unit 710 - 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 $613 per night (USD)VRBO
- From $490 per night (USD)
Expedia
Crystal Sands Villa 20 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard. Gracious living ...
From $490 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Crystal Sands Tower Unit 104 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $422 per night (USD)VRBO
- From $628 per night (USD)
Expedia
Crystal Sands Tower Unit 205 - 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 $628 per night (USD)Expedia
- From $363 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 $363 per night (USD)VRBO
- From $278 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 $278 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Direct Gulf View from 3rd Floor - 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,upgra ...
From $363 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Heated Pool, FREE WiFi, Short Stroll to Siesta Key Beach, 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 vi ...
From $396 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Luxurious Comfort with Gulf Views - 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 $363 per night (USD)VRBO
- From $313 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 $313 per night (USD)Expedia
- From $330 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 $330 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Coastal Getaway minutes from Siesta Key, America’s #1 Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- 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 $339 per night (USD)Expedia
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
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 ...
Click For PricingExpedia
- From $289 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 $289 per night (USD)VRBO
- From $292 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 $292 per night (USD)Expedia
- From $295 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 $295 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Chic Sarasota Cottage: Near Beaches & Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Plan your next beach escape at this gorgeous 1-bedroom, 1-bath Sarasota vacation rental! Perfect for couples or small gr ...
From $229 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Siesta Keys Home w\/ Deck Half Mile to Turtle Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Begin your sunkissed adventures at this 2-bedroom, 1-bathroom vacation rental condo in Siesta Key. This coastal condo bo ...
From $343 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Gulf View from Lanai or Master - 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 $376 per night (USD)Expedia
- From $311 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 $311 per night (USD)VRBO
- From $341 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 $341 per night (USD)Expedia
- From $415 per night (USD)
VRBO
Lower Pricing! Private Beach, 2 Heated Pools, Bay Sunrises, Ready to Book!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: They anticipate to open by Oct 26th! Vacation like a King and Queen in one of Siesta Key's most luxuri ...
From $415 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Turtle Beach, A105 - 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 $363 per night (USD)Expedia
- From $356 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 $356 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Beach front Fisherman's Cove - 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 $363 per night (USD)Expedia
- From $341 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 $341 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Siesta Sand & Sunsets-Breathtaking Beach Views-B204-2 BR, 2 BA condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the unrestricted views (no sea oats or berm) of the ocean and sunsets from our beach front condo just steps away f ...
From $363 per night (USD)Expedia
- From $338 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 $338 per night (USD)VRBO
- From $1231 per night (USD)
Expedia
Villa Vista Mare | Gorgeous Home w\/ Views of Gulf, Heated Pool, & Across From Siesta Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Villa Vista Mare, located just steps away from the world-renowned Siesta Key Beach! This 3 bedroom, 3 bathroo ...
From $1231 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Siesta Key Gulf Front-2 BR-B103, Beautiful Sunsets + Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Just bring your swimsuits, flip flops, and some groceries…everything that you might need is located in this totally upda ...
From $363 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Beach Condo on Siesta Key Beach w\/ Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you are going to visit the #1 beach in the country, then stay on the #1 beach! This two bedroom, two full bathroom be ...
From $253 per night (USD)Expedia
- Click For Pricing
VRBO
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small resort on Siesta Key offering daily rentals Pool view is a 1 bedroom 1 bathroom ground floor rental wit ...
Click For PricingVRBO
- From $1018 per night (USD)
Expedia
Crescent Cottage | Pet Friendly 🐶 w\/ Private Pool, Lounging Area,Short Walk to Crescent Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Crescent Cottage, a charming villa nestled on the southern end of Siesta Key. With its luxurious backyard oas ...
From $1018 per night (USD)Expedia
- From $749 per night (USD)
VRBO
Sand Dollar Cottage | Waterfront Home w\/ Private Pool & Kayaks! Minutes to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sand Dollar Cottage, your ideal vacation rental home located on the tropical island of Siesta Key! This beaut ...
From $749 per night (USD)VRBO
- From $987 per night (USD)
Expedia
Villa Champagne | Pet Friendly Waterfront Home w\/ Private Pool & Spa, Close to Beach & Village!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Villa Champagne! This enchanting 4 bedroom/3.5 bathroom cottage is a short walk to Siesta Key Village and jus ...
From $987 per night (USD)Expedia
- From $1507 per night (USD)
VRBO
Sandy Seahorse Cottage | Pet Friendly Home on Siesta Key w\/ Private Pool, Short Walk to Beach
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to Sandy Seahorse Cottage, a beautiful duplex property nestled between the quiet streets of south Siesta Key. Th ...
From $1507 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Updated and clean, two heated pool, tennis, and beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy this updated townhome within walking distance to Siesta Key's main beach. The property is located within a resort ...
From $328 per night (USD)Expedia
- Click For Pricing
VRBO
Seaside Cottage | Pet Friendly Siesta Key Home w\/ Private Pool, Across From Beach Access 9!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to Seaside Cottage, a charming coastal retreat that promises an unforgettable vacation experience on Siesta Key. ...
Click For PricingVRBO
- From $249 per night (USD)
Expedia
Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*** NEW *** Siesta Key beach has become known world wide for its incredible miles of soft white sand beaches and small v ...
From $249 per night (USD)Expedia
- From $653 per night (USD)
VRBO
Sarasota House w\/ Backyard Oasis: 6 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Soak up the Sunshine State from this 2-bedroom, 2-bathroom Sarasota vacation rental. The home boasts a private backyard ...
From $653 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Waterfront Pool Home - Amazing Sunsets Included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful property overlooking little Sarasota bay. Tucked away on a very quite street minutes from shopping, restaurant ...
From $266 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Well Appointed Home with Heated Pool Just Off Siesta Key Close Gulf Gate Area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy the relaxed but vibrant vibe of Sarasota, Florida. The beautiful white sand beaches of Siesta Key, named #1 b ...
From $324 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Oceanfront Home w\/ Sunset Views of Sarasota Bay - Snowbirds Welcome, Dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sunsetter on Sapphire Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $240 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Walk to the Village or the Beach, Everything is in Reach from this SK Rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this upscale townhome located within walking distance of Siesta Key Village and Siesta Key beaches. It features a ...
From $377 per night (USD)VRBO
- From $334 per night (USD)
Expedia
The Coral Cottage close to all that Sarasota has to offer
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We are Matt and Val, and we purchased this home with a vision to create a warm, inviting space for individuals, couples ...
From $334 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Hidden Paradise Among Tropical Landscape on Lakefront Property on Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa ...
From $251 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Siesta Key Lakefront Hidden Paradise Among Tropical Landscape W\/ Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa ...
From $345 per night (USD)Expedia
- From $631 per night (USD)
VRBO
Lakefront Siesta Key Vacation Rental Home within Small Private Resort W\/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This is a three bedroom two bathroom single family home furnished with king-size bed in the private master bedroom with ...
From $631 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Want to stay in a prime location and stay within budget? America's #1 rated beach is just a stones through away located ...
From $333 per night (USD)Expedia
- Click For Pricing
VRBO
Veranda Beach Club, ( Week 2 ) Jan. 11 to 18, 2020
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully furnished beach front property, Second floor corner garden unit with two balconies. Private beach with umbr ...
Click For PricingVRBO
- From $226 per night (USD)
Expedia
Great place to see the dolphins! And less than half a mile from Turtle Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sunrise Bay is a 2BR, 1.5 bath, second floor apartment, in a 4-plex apartment property. It faces east and is on the wat ...
From $226 per night (USD)Expedia
- Click For Pricing
VRBO
POOL VIEW V5 Luxury King Bedroom Siesta Key Walk to beach DAILY SPECIALS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small resort on Siesta Key offering daily rentals Villa 5 is a ground floor luxury studio suite The entire stud ...
Click For PricingVRBO
- From $366 per night (USD)
Expedia
Siesta Key For Me @ The Palm Bay Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Inter-coastal & Ocean Front Property, 2 Pools, 1 Hot Tub, Private Beach ⭐⭐⭐⭐⭐average reviews. This Bayside Suite has be ...
From $366 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Sea Side Vacation Home - By 5 beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our remodeled Tropical Vacation Home has everything for your living needs. 3 Bedroom with Office/Den. We are only 5 mi ...
From $176 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Charming Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
LOCATION!!! 3D Matterport scan of the house available!!! Getaway from the fast paced, high pressure life and slip on som ...
From $230 per night (USD)Expedia
- From $879 per night (USD)
VRBO
Casa Eulimia | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Casa Eulimia,, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and ...
From $879 per night (USD)VRBO
- From $723 per night (USD)
Expedia
Seahorse Cabana | Pet Friendly Home on Siesta Key w\/ Heated Pool, Short Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Seahorse Cottage, a beautiful duplex property nestled between the quiet streets of south Siesta Key. This cha ...
From $723 per night (USD)Expedia
- From $1489 per night (USD)
VRBO
Casa Ohana | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Casa Ohana, a stunning vacation rental duplex that promises to exceed all your expectations. Nestled in the h ...
From $1489 per night (USD)VRBO
- From $1108 per night (USD)
Expedia
Casa Tegula | Pet Friendly 🐶 Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Casa Tegula, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation re ...
From $1108 per night (USD)Expedia
- From $1047 per night (USD)
VRBO
Casa Antilles | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Casa Antilles, a hidden gem vacation rental duplex located on the Southern end of Siesta Key. As you enter th ...
From $1047 per night (USD)VRBO
- From $901 per night (USD)
Expedia
Casa Junonia | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Casa Junonia, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and ...
From $901 per night (USD)Expedia