Sarasota Area Rentals
From $161 per night (USD)VRBO
GEORGEOUS HOME ONLY 3MILES AWAY FROM NOKOMIS BEACH
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Gorgeous lake view, newer 3 bedroom, 2 bath, plus den home with community pool/gated. Thoughtfully appointed with all of ...
From $161 per night (USD)VRBO
From $202 per night (USD)Expedia
Tiny House Pelican - sleeps 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Amy was the first house to arrive at Tiny House Siesta. She is one of our smallest as she comfortably sleeps 3 ...
From $202 per night (USD)Expedia
From $195 per night (USD)VRBO
Tiny House Sand Dollar near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience compact living in Tiny House Sand dollar. Roughly 350 sq feet and designed for simplicity and effici ...
From $195 per night (USD)VRBO
Click For PricingExpedia
Delightful Pool House 3 Miles to Siesta Key Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Our private pool home is fully set up with brand new furniture. With 3 bedrooms, 2 bathrooms, and 4 total beds, we can c ...
Click For PricingExpedia
From $220 per night (USD)VRBO
Tiny House Piña Colada- pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This Tiny House was built by Tumbleweed. Once you walk thru the door, you know you are at the beach. Eleanor ha ...
From $220 per night (USD)VRBO
From $202 per night (USD)Expedia
Tiny Coral Oasis- beachy tiny house for your getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: It will be love at first sight with our tiny Blue Oasis Cool off inside where the bleached white wood brightens ...
From $202 per night (USD)Expedia
From $196 per night (USD)VRBO
Red Lifeguard Stand - pet freindly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Located just over the bridge from Siesta Key and minutes away from Sarasota’s thriving dining and arts district ...
From $196 per night (USD)VRBO
From $282 per night (USD)Expedia
Perfect home away, modern amenities, ~ Heated Pool ~ Close to S. Venice Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and enjoy our Lemon Tree House! Virtual Tour: https://www.youtube.com/embed/Y68OcyA9tv8?rel=0. Escape to your ...
From $282 per night (USD)Expedia
From $232 per night (USD)VRBO
Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and roll-a-ways available on ...
From $232 per night (USD)VRBO
From $211 per night (USD)VRBO
Beachfront Sarasota Resort Condo: Siesta Key View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sink your toes into Siesta Key's white sand beaches and swim in the crystal clear waters of the Gulf of Mexico during yo ...
From $211 per night (USD)VRBO
From $234 per night (USD)VRBO
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Siesta Heron Suites & Villas enjoys a proximity that is close to the heart of everything that makes Siesta Key speci ...
From $234 per night (USD)VRBO
From $284 per night (USD)Expedia
Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The last of our Siesta Heron escapes offers something extra the others don't and that is an extra bedroom. Key Lime, the ...
From $284 per night (USD)Expedia
From $227 per night (USD)VRBO
1 Block to the Beach on Siesta Key Vacation Rental Home with Swimming Pool
- Bedrooms:
- 2
- 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 $227 per night (USD)VRBO
From $191 per night (USD)Expedia
Aqua Oasis- Tiny House sleeps 4 & Pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: This tiny home offers two bedrooms. From the living room, two stair cases lead you to opposite sides of the ho ...
From $191 per night (USD)Expedia
From $206 per night (USD)VRBO
Tiny House Yellow Lifeguard Stand- pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Located just over the bridge from Siesta Key and minutes away from Sarasota’s thriving dining and arts district ...
From $206 per night (USD)VRBO
From $276 per night (USD)Expedia
Spacious vacation rental condo with lagoon views, beach access, and pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When you're overdue for a refreshing vacation, a trip to Siesta Key is always a good idea. Making the experience even mo ...
From $276 per night (USD)Expedia
From $90 per night (USD)VRBO
Sleeps 2. Mins to Downtown, Beaches & Airport / Ground Floor Unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ground floor unit (No Stairs). Sleeps two (2). Renting this unit will place you within walking distance of Sarasota’s do ...
From $90 per night (USD)VRBO
From $362 per night (USD)Expedia
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 $362 per night (USD)Expedia
From $140 per night (USD)VRBO
Dog-Friendly Home w/ Yard ~ 6 Miles to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Get away to the Gulf Coast and stay at this Sarasota vacation rental! The 3-bedroom, 1-bathroom home features a spacious ...
From $140 per night (USD)VRBO
From $71 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 $71 per night (USD)Expedia
From $371 per night (USD)VRBO
Simply Paradise! Updated Corner Unit Steps to Lido Beach & St. Armand's Circle, Pool, & Spa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $371 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 $158 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 $158 per night (USD)VRBO
From $218 per night (USD)Expedia
Expansive Renovated Condo, Heated Pools, Tennis, Fishing on Intracoastal | Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $218 per night (USD)Expedia
From $363 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 $363 per night (USD)VRBO
From $235 per night (USD)Expedia
POOL VIEW Walk to beach King bed Pool Daily Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small resort on Siesta Key offering daily rentals 1 bedroom villa on Siesta Key. Easy 5 minute walk to the bea ...
From $235 per night (USD)Expedia
From $225 per night (USD)VRBO
Venice charm on the Island with a Pool 55+ bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
In the heart of Venice, Florida, you can find our single level, cozy 2-bedroom villa . Nestled just a 15 minute walk fro ...
From $225 per night (USD)VRBO
From $153 per night (USD)Expedia
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 $153 per night (USD)Expedia
From $156 per night (USD)VRBO
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 $156 per night (USD)VRBO
From $328 per night (USD)Expedia
Beachfront Bliss, Siesta Key – Reno'd 2BR/2BA Condo w/Pool & Direct Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to a slice of paradise — a fully renovated 2-bedroom, 2-bath condo located directly on Siesta Key’s Crescent Bea ...
From $328 per night (USD)Expedia
From $215 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 $215 per night (USD)VRBO
From $274 per night (USD)Expedia
Condo# 404 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 $274 per night (USD)Expedia
From $1121 per night (USD)VRBO
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 $1121 per night (USD)VRBO
From $608 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 $608 per night (USD)Expedia
From $473 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 $473 per night (USD)VRBO
From $436 per night (USD)Expedia
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 $436 per night (USD)Expedia
From $303 per night (USD)VRBO
Newly Remodeled Open Concept Home with Pool in the heart of Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
MODERN COASTAL meets funky boho at Chasin' Waves, a NEWLY REMODELED, OPEN CONCEPT home nestled on one of Siesta Key's mo ...
From $303 per night (USD)VRBO
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 $1404 per night (USD)VRBO
Precise Realty presents The Canal Breeze Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
St. Armand's Canal-Front Pool Home steps to the beach! This gem, ranch style home estate has been completely rebuilt ...
From $1404 per night (USD)VRBO
From $645 per night (USD)Expedia
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 $645 per night (USD)Expedia
From $611 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 $611 per night (USD)VRBO
From $436 per night (USD)Expedia
Crystal Sands Villa 17 - 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 $436 per night (USD)Expedia
From $497 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 $497 per night (USD)VRBO
From $279 per night (USD)Expedia
Condo# 204 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 $279 per night (USD)Expedia
From $627 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 $627 per night (USD)VRBO
From $573 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 $573 per night (USD)Expedia
From $671 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 $671 per night (USD)VRBO
From $563 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 $563 per night (USD)Expedia
From $567 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 $567 per night (USD)VRBO
From $520 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 $520 per night (USD)Expedia
From $567 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 $567 per night (USD)VRBO
From $290 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 $290 per night (USD)Expedia
From $231 per night (USD)VRBO
JANUARY SPECIAL: Under $5,000! 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 $231 per night (USD)VRBO
From $567 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 $567 per night (USD)Expedia
From $417 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 $417 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $401 per night (USD)VRBO
Crystal Sands Villa 13 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $401 per night (USD)VRBO
From $616 per night (USD)Expedia
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 $616 per night (USD)Expedia
From $611 per night (USD)VRBO
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 $611 per night (USD)VRBO
From $270 per night (USD)Expedia
Condo # 111 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 $270 per night (USD)Expedia
From $320 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 $320 per night (USD)VRBO
From $254 per night (USD)Expedia
Condo# 319 Located across the street from Siesta Key Beach, Gulf and Pool View Condo!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Updated 2BR Condo | Pool & Ocean Views | Steps to Beach & Village | Sleeps 6 Escape to paradise at La Siesta 319, a beau ...
From $254 per night (USD)Expedia
From $271 per night (USD)VRBO
Condo# 308 Modern Siesta Key 2BR Condo – Steps from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your perfect vacation awaits in this Two Bedroom / One Bath Condo steps from the famous Siesta Key Beach, always named o ...
From $271 per night (USD)VRBO
From $260 per night (USD)Expedia
Condo# 208 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 $260 per night (USD)Expedia
From $221 per night (USD)VRBO
Chic Sarasota Cottage: Near Beaches & Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Plan your next beach escape at this gorgeous 1-bedroom, 1-bath Sarasota vacation rental! Perfect for couples or small gr ...
From $221 per night (USD)VRBO
From $316 per night (USD)Expedia
Condo# 311 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 $316 per night (USD)Expedia
From $408 per night (USD)VRBO
Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $408 per night (USD)VRBO
From $266 per night (USD)Expedia
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 ...
From $266 per night (USD)Expedia
From $862 per night (USD)VRBO
Crescent Cottage | Pet Friendly 🐶 w/ Private Pool, Lounging Area, Short Walk to Crescent Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌴 Crescent Cottage | Private Pool + Walk to Crescent Beach 💖 Why You'll Love This Home Just 0.2 miles from world-famo ...
From $862 per night (USD)VRBO
From $499 per night (USD)Expedia
Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
🌴 Sand Dollar Cottage | Canal-Front Oasis + Private Heated Pool 💖 Why You'll Love This Home Float into coastal sereni ...
From $499 per night (USD)Expedia
From $883 per night (USD)VRBO
Villa Champagne | Pet Friendly Waterfront Home w/ Private Pool & Spa, Close to Beach & Village!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Champagne | Private Pool + Walk to Siesta Key Beach 💖 Why You'll Love This Home Wake up to canal views, sip coff ...
From $883 per night (USD)VRBO
From $1133 per night (USD)Expedia
Sandy Seahorse Cottage | Pet Friendly Home on Siesta Key w/ Private Pool, Short Walk to Beach
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Fully Remodeled Interior – Perfectly Prepared for Your Stay! Welcome to Sandy Seahorse Cottage, your perfect Sie ...
From $1133 per night (USD)Expedia
From $316 per night (USD)VRBO
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 $316 per night (USD)VRBO
From $238 per night (USD)Expedia
Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*** NEW *** Siesta Key beach has become known world wide for its incredible miles of soft white sand beaches and small v ...
From $238 per night (USD)Expedia
From $663 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 $663 per night (USD)VRBO
From $336 per night (USD)Expedia
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 $336 per night (USD)Expedia
From $246 per night (USD)VRBO
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 $246 per night (USD)VRBO
From $357 per night (USD)Expedia
Walk to the Beach & Village, Heated Pool Oasis, Spacious
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover your dream vacation rental in the heart of Siesta Key, Florida, where coastal charm meets modern luxury. This s ...
From $357 per night (USD)Expedia
From $334 per night (USD)VRBO
The Coral Cottage close to all that Sarasota has to offer
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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)VRBO
From $238 per night (USD)Expedia
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 roll-a-ways available on ...
From $238 per night (USD)Expedia
From $226 per night (USD)VRBO
Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled along the serene waters of Heron Lagoon, our 1-bedroom suites at Siesta Heron Suites & Villas offer the perfect ...
From $226 per night (USD)VRBO
From $394 per night (USD)Expedia
Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Spending time in sunny Siesta Key is always a treat for travelers. Those looking to enhance their stay with the inclusio ...
From $394 per night (USD)Expedia
From $277 per night (USD)VRBO
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $277 per night (USD)VRBO
From $1252 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 | Gulf Views, Heated Pool + Steps to Siesta Beach 💖 Why You'll Love This Home Wake up to sweeping G ...
From $1252 per night (USD)Expedia
From $236 per night (USD)VRBO
Great place to see the dolphins! And less than half a mile from Turtle Beach
- Bedrooms:
- 1
- 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 $236 per night (USD)VRBO
From $237 per night (USD)Expedia
POOL VIEW V5 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 studio suite Your door opens on to ...
From $237 per night (USD)Expedia
From $206 per night (USD)VRBO
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 $206 per night (USD)VRBO
From $939 per night (USD)Expedia
Casa Eulimia | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
"Welcome to Casa Eulimia,, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious an ...
From $939 per night (USD)Expedia
From $556 per night (USD)VRBO
Seahorse Cabana | Pet Friendly Home on Siesta Key w/ Heated Pool, Short Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fully Remodeled Interior – Perfectly Prepared for Your Stay! Welcome to Seahorse Cottage, a beautiful duplex property n ...
From $556 per night (USD)VRBO
From $1124 per night (USD)Expedia
Casa Ohana | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Casa Ohana | Private Heated Pool + Steps to Siesta Key Beach 💖 Why You'll Love This Home Imagine waking up in a coasta ...
From $1124 per night (USD)Expedia
From $942 per night (USD)VRBO
Casa Tegula | Pet Friendly 🐶 Ping Pong Table, Private Heated Pool, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Casa Tegula, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation re ...
From $942 per night (USD)VRBO
From $945 per night (USD)Expedia
Casa Antilles | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Casa Antilles: A Hidden Gem on the Southern End of Siesta Key Discover the perfect blend of luxury and tranq ...
From $945 per night (USD)Expedia
From $954 per night (USD)VRBO
Casa Junonia | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Casa Junonia, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and ...
From $954 per night (USD)VRBO
From $442 per night (USD)Expedia
Casita Mar | Pet Friendly, Siesta Key Home with Pool & Beach Access Included!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Casita Mar, a beautifully renovated 2-bedroom, 1-bath vacation rental on Siesta Key, offering everything you ...
From $442 per night (USD)Expedia
From $1567 per night (USD)VRBO
Admirals Watch | Ocean Views from Spacious Balconies, Heated Pool, and Steps to Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ultimate Siesta Key Beach Escape at Admiral's Watch – Steps from the Sand! Wake up to the sound of waves and the fresh G ...
From $1567 per night (USD)VRBO
From $635 per night (USD)Expedia
La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
"🌴 La Contento Casa | Private Heated Pool, Walk to Siesta Key Village and Beach 💖 Why You'll Love This Home Awaken to ...
From $635 per night (USD)Expedia
From $1314 per night (USD)VRBO
The Solaster | Pet Friendly Home on Siesta Key w/ 2 Heated Pools, Walk to Beach & South Village!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
🌴 Solastar | A Luxury Island Escape, 2 Private Pools + 3-Min Walk to Crescent Beach 💖 Why You'll Love This Home The S ...
From $1314 per night (USD)VRBO
From $3293 per night (USD)Expedia
The Abalone | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 24
Welcome to The Abalone, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and a ...
From $3293 per night (USD)Expedia
From $689 per night (USD)VRBO
Peacock Villa | Spacious Outdoor Area, Cabana Room, Heated Pool, & Steps to Siesta Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
🏖️ Peacock Villa | Heated Pool, Steps to Siesta Beach 💖 Why You'll Love This Home Step into coastal elegance across t ...
From $689 per night (USD)VRBO
From $802 per night (USD)Expedia
Casa Coquina | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to Casa Coquina, a hidden gem vacation rental duplex located on the Southern end of Siesta Key. As you enter the ...
From $802 per night (USD)Expedia