
Sarasota Area Rentals

- From $304 per night (USD)
VRBO
Beachfront 2 beds\/2 baths w\/ Balcony LIDO BEACH TOWERS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your beachfront getaway at St. Armands Towers (North) on Lido Key! This spacious 2-bed, 2-bath condo is spre ...
From $304 per night (USD)VRBO
- From $191 per night (USD)
Expedia
LAKEFRONT-FREE KAYAKS, BICYCLES, PADDLEBOARDS-WALK, BICYCLE, OR PADDLE TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lakefront home feels like a remote cottage but is actually located in a beautifully landscaped, secure, family-friendly, ...
From $191 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Quiet pool house on a lake - 7 min. from beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This beautiful 1600 Sq. Ft single family home is located on Lake Shamrock, in the quiet neighborhood of Venice Gardens, ...
From $129 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Newly Remodeled Luxury Beach Villa! Nearest Stand-Alone Villa on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The newly remodeled 2 bedroom / 2 bath Villa sleeps up to 6 people. The Master bedroom features a king-size bed with an ...
From $417 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta Key Located Next to Turtle Beach on ...
From $350 per night (USD)VRBO
- From $2439 per night (USD)
Expedia
Nearly Beachfront, Gulf Views, Heated Pool & Pet-Friendly - Sugar Sand Cottage
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 19
Sugar Sand Cottage by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Proper ...
From $2439 per night (USD)Expedia
- From $127 per night (USD)
VRBO
Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Rest and relax in this beautiful first-floor condo while being close to everything downtown Sarasota has to offer includ ...
From $127 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Direct Siesta Key Beachfront condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our beautiful fully remodeled condo is located directly across the street from world famous Siesta Key Beach! Whether yo ...
From $463 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Clean Family Friendly 2 Bed, Private Beach Access, Renovated, GREAT LOCATION!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to 9E at Sea Club II, our home away from home in the beach village of Siesta Key. Walk right in to our ground fl ...
From $356 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Lake view spacious 2bdr CONDO 7 min by the BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This bright and cozy condo is very clean and feels like home, with amenities needed to stay a night, week or a month. T ...
From $206 per night (USD)Expedia
- From $214 per night (USD)
VRBO
One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated Pool Located right in the Heart of ...
From $214 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Cozy Heated Pool Home, 3 bed 2 bath, 25 min beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom villa offers screened solar heated recently resurfaced pool, fully fenced backyard, BBQ, Wi-Fi, 3 smart ...
From $206 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Unit 401 Beautiful view of the Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
• Enjoy your escape to Siesta Key in the bright and clean Unit 401. This top floor, end unit has an open floor plan wi ...
From $261 per night (USD)VRBO
- From $439 per night (USD)
Expedia
Villa Fiesta | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Villa Fiesta, your ultimate island retreat nestled in the heart of Siesta Key Village. This stunning property ...
From $439 per night (USD)Expedia
- From $877 per night (USD)
VRBO
Casa De Siesta | Pet Friendly Home In Siesta Village, Private Pool and Hot Tub, Walk to the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Casa De Siesta, your ultimate island retreat nestled in the heart of Siesta Key Village. This stunning proper ...
From $877 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Siesta Sunrise-Just steps to the beach and village
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Location, location, location! Siesta Sunrise is just steps to beautiful Siesta Key beach and a short walk to the village ...
From $500 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Bright Coastal Condo: Walk to Lido Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
On Lido Key in Sarasota, this sunny beachside condo awaits. Boasting beautiful views of the ocean and a fully equipped k ...
From $350 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Enjoy your stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our house! It's located in a quiet neighbourhood in North Port FL - a fast growing community close to the sho ...
From $203 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Myakka River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bring your small boat or kayaks. Located in Venice near Wellen Park. This area is fisherman’s paradise. Tarpon, Redfish, ...
From $460 per night (USD)VRBO
- From $548 per night (USD)
Expedia
Beachfront Condo on Famous Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Siesta Breakers, a beautiful beachfront 2 bedroom condo on Siesta Key 🏡 Property Highlights: ✨ Heated pool ...
From $548 per night (USD)Expedia
- From $236 per night (USD)
VRBO
The Alameda - Historic SRQ Getaways, Central SRQ
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Space Welcome to the Indian Beach Sapphire Shores neighborhood of Sarasota, one of Sarasota's most desirable neighb ...
From $236 per night (USD)VRBO
- From $504 per night (USD)
Expedia
Gertrude's Siesta | 12-steps Beach Path, Free Bikes Paddleboards, 4-min to Village on Free Trolley!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Oceanside 603 Large king apartment perfectly located. 12-steps to Siesta Key's best beach access! 3-min by trolley ...
From $504 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Condo on Quiet Cul-De-Sac | Heated Pool\/Spa | Tennis | Putting Green | Short Drive to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $210 per night (USD)VRBO
- From $430 per night (USD)
Expedia
Crystal Sands Villa 12A
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
One of a kind at Crystal Sands just steps from one of our two heated pools and only 100 yards from the white sand of Cre ...
From $430 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Entire private house
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 10
Enjoy Full master suite with Jacuzzi tub w/private access to pool with built in hot tub.There are 4 more bedrooms throug ...
From $525 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Stand alone villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stand alone villa with private patio and garden, just steps to the pool and beach. Putting green and shuffle board. Qui ...
From $234 per night (USD)Expedia
- Click For Pricing
VRBO
Penthouse timeshare
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
A rare opportunity to escape to your four bedroom penthouse on the beach in Longboat Key or for a week in February (2/5/ ...
Click For PricingVRBO
- From $526 per night (USD)
Expedia
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small resort on Siesta Key offering daily rentals Enjoy Siesta Key in style! Brand new high end ground floor lu ...
From $526 per night (USD)Expedia
- Click For Pricing
VRBO
Veranda Beach Club, beachfront Longboat Key, Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit #309, a beach front condo, is available Weeks #51 & #52 2019, and Week #1 2020. Unit #306, with a partial ocean vi ...
Click For PricingVRBO
- From $306 per night (USD)
Expedia
Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $306 per night (USD)Expedia
- From $161 per night (USD)
VRBO
*NEW LISTING* Incredible Lake View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for the perfect get-away location? Welcome to Serenata, one of Sarasota’s most sought after resort communities i ...
From $161 per night (USD)VRBO
- From $1073 per night (USD)
Expedia
The Sun Dial | Waterfront Home on Siesta Key w\/ Private Pool & Large Backyard, Close to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Step inside this magnificent Siesta Key rental home and discover a world of luxury and tranquility. Nestled on the water ...
From $1073 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Sarasota-Indian Beach Zen Home (private-pet friendly)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You’ll love this private home, centrally located to everything when you stay at this zen space 2 blocks to the local bay ...
From $194 per night (USD)VRBO
- From $300 per night (USD)
Expedia
🌴Tropical Retreat in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This completely renovated home with full kitchen 3 bedrooms 2 bath split plan has a large Florida room with a attached s ...
From $300 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Beautiful Coastal Home located within 2 miles to the beach!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Located ONLY 2 MILES FROM MANASOTA BEACH this fully furnished adorable beach themed place is available for you to come a ...
From $273 per night (USD)VRBO
- From $921 per night (USD)
Expedia
Pure Beachfront! Exceeds expectations!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You want a perfect location. You want a clean, fresh vacation rental with quality furnishings. You want more - not less ...
From $921 per night (USD)Expedia
- From $574 per night (USD)
VRBO
Siesta Key beach house
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nice house as is renovated to January-2025 and there is new kitchen , bathroom, furniture and beds and private pool with ...
From $574 per night (USD)VRBO
- From $597 per night (USD)
Expedia
Beachside Retreat with Pool and Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $597 per night (USD)Expedia
- From $2927 per night (USD)
VRBO
Massive Mediterranean Beachside Bliss
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 18
Across the street from the #1 Beach, two fabulous 3 bedroom, 3 bath townhomes with a shared pool and in unit elevator th ...
From $2927 per night (USD)VRBO
- From $530 per night (USD)
Expedia
The Beachside Retreat you have been looking for
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $530 per night (USD)Expedia
- Click For Pricing
VRBO
Margaritaville - Pool ❤ w\/ Hot Tub, Close to Beaches, Restaurants, Shopping +++
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Phenomenal, 4/2, 1894 sf home with all the amenities: Huge heated pool, Smart TVs in every room, Large kitchen with Isla ...
Click For PricingVRBO
- From $168 per night (USD)
Expedia
AMAZING 3 bedroom -15 miles from Venice beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Amazing 3 bedroom, great for a couple looking to get away for a month or two to the Beautiful West Coast of Florida. Stu ...
From $168 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy this adorable 2-Bedroom, 2-Bathroom centrally located Siesta Key Condo with large heated pool! The condo is a ...
From $234 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Get To the Beach! Only 5 miles to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming updated duplex villa where you can enjoy beaches, shopping, restaurants and downtown Sarasota nightlife! Recen ...
From $150 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Beautiful Getaway ~ 4 Miles to Venice Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Florida is a beautiful state with amazing beaches and this 3-bedroom, 2.5-bath vacation rental gives you access to the b ...
From $300 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Discounted rates for gorgeous one bdrm directly across from beach, near village!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous updated, just renovated, newly furnished one bedroom! Best location on Siesta beach and a short walk to charmi ...
From $291 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Siesta Key Waterfront Condo on Turtle Beach Inlet. Fish, Swim & Boat just Steps from Your Door. The
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Perfect location to relax and enjoy your tropical vacation or get away from the cold northern winters. Comfortable 2 bed ...
From $139 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Sarasota Bungalow w\/ Pergola, Garden & Waterfalls!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Book your coastal retreat to this quaint 1-bedroom, 1-bath Sarasota vacation rental cottage located just a short drive f ...
From $225 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Quiet, Cozy, Bungalow with a Pool. Near Venice Beach and Warm Mineral Springs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Open floor plan, 3 bedroom home with a breakfast bar and spacious living room that opens to a large screened in, in grou ...
From $197 per night (USD)VRBO
- From $432 per night (USD)
Expedia
Crystal Sands Tower Unit 602 - 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 $432 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Relax at Private Sandy Beach Aqua Pool House with FREE Bikes & Kayaks for Two!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our family vacation home in Venice Florida. This is one of our homes away from home and we enjoy sharing it ...
From $397 per night (USD)VRBO
- Click For Pricing
Expedia
Modern 2 Bedroom House Near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our home is fully renovated with nearly brand new furniture. With 2 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...
Click For PricingExpedia
- From $213 per night (USD)
VRBO
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 $213 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Aqua Oasis- Tiny House sleeps 6 & Pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This tiny home offers three bedrooms. From the living room, two stair cases lead you to opposite sides of the ...
From $277 per night (USD)Expedia
- From $193 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 $193 per night (USD)VRBO
- From $251 per night (USD)
Expedia
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 $251 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $341 per night (USD)
Expedia
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 $341 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Tiny Coral Oasis- sleeps 6 & Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: It will be love at first sight with our tiny Blue Oasis Cool off inside where the bleached white wood brightens ...
From $188 per night (USD)VRBO
- From $431 per night (USD)
Expedia
El Presidente Condos unit 507, Top Floor With Gulf Views directly on the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently renovated to include open concept living with a brand new Gourmet Kitchen and island. Granite counter tops, ...
From $431 per night (USD)Expedia
- From $254 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 $254 per night (USD)VRBO
- From $264 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 $264 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Lakefront Property on Siesta Key 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 roll-a-ways available on ...
From $232 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Beachfront Sarasota Resort Condo: Siesta Key View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $208 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our RentTheKeys Siesta Heron community enjoys a proximity that is close to the heart of everything that makes Siesta Key ...
From $234 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Small and Quiet Lakefront Resort on Siesta Key W\/ Heated Pool and Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $274 per night (USD)Expedia
- From $235 per night (USD)
VRBO
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 $235 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Spacious vacation rental condo with lagoon views, beach access, and pool
- Bedrooms:
- 3
- 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 $272 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Sarasota House w\/ Private Pool - 4 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel’ is perfect for travelers on a memorable ...
From $263 per night (USD)VRBO
- From $83 per night (USD)
Expedia
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 $83 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Vacation Rental on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this modern and spacious tropical getaway. This newly renovated two bedroom, two bathroom, and den Condo is l ...
From $342 per night (USD)VRBO
- From $228 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 $228 per night (USD)Expedia
- From $127 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 $127 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 $339 per night (USD)
VRBO
Simply Paradise! Updated Corner Unit Steps to Lido Beach & St. Armand's Circle, Pool, & Spa!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $339 per night (USD)VRBO
- From $296 per night (USD)
Expedia
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)Expedia
- From $130 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 $130 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Expansive Renovated Condo, Heated Pools, Tennis, Fishing on Intracoastal | Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $219 per night (USD)Expedia
- From $357 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 $357 per night (USD)VRBO
- From $347 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 $347 per night (USD)Expedia
- From $526 per night (USD)
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 ...
From $526 per night (USD)VRBO
- From $225 per night (USD)
Expedia
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)Expedia
- From $150 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 $150 per night (USD)VRBO
- From $124 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 $124 per night (USD)Expedia
- From $376 per night (USD)
VRBO
REMODELED UNIT, ON THE BEACH! REDUCED PRICING FOR SPRING & SUMMER. BOOK NOW!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Siesta Key with beaches and sunsets as beautiful as ever. All shops restaurants and bars are popping! Come make some me ...
From $376 per night (USD)VRBO
- From $227 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 $227 per night (USD)Expedia
- From $254 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 $254 per night (USD)VRBO
- From $1028 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 $1028 per night (USD)Expedia
- From $290 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 $290 per night (USD)VRBO
- From $230 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 $230 per night (USD)Expedia
- From $457 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 $457 per night (USD)VRBO
- From $432 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 $432 per night (USD)Expedia
- From $485 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 $485 per night (USD)VRBO
- From $542 per night (USD)
Expedia
Newly Remodeled Open Concept Home with Pool in the heart of Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
HURRICANE UPDATE: HOME STAYED DRY! NO WATER INFILTRATION OR DAMAGE FROM HURRICANES! NEW NEW!! UPDATED PHOTOS COMING SOO ...
From $542 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $1148 per night (USD)
Expedia
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 $1148 per night (USD)Expedia
- From $692 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 $692 per night (USD)VRBO
- From $424 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 $424 per night (USD)Expedia
- From $442 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 $442 per night (USD)VRBO
- From $479 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 $479 per night (USD)Expedia