Sarasota Area Rentals
From $251 per night (USD)VRBO
Walk to Beach: Resort-Style Siesta Key Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
2 Heated Community Outdoor Pools | Large Sunroom w/ Desk & Dining Area | 7 Mi to Downtown Sarasota | 1,600 Sq Ft Have f ...
From $251 per night (USD)VRBO
From $524 per night (USD)Expedia
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $524 per night (USD)Expedia
From $427 per night (USD)VRBO
Steps away from the #1 beach! Spectacular views on the GIANT balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Jamaica Royale's private BEACH FRONT community is just steps away from the soft white quartz sand of Siesta Key Beach wh ...
From $427 per night (USD)VRBO
From $294 per night (USD)Expedia
Luxury condo steps away from Siesta Key public beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the Spacious Luxury - This welcoming and spacious townhouse-style condominium is located on the 8 mile-long barr ...
From $294 per night (USD)Expedia
From $509 per night (USD)VRBO
Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Escape to this vibrant 3BR,Pet friendly Siesta Key retreat, just steps from pristine beaches and the lively Siesta Key V ...
From $509 per night (USD)VRBO
From $114 per night (USD)Expedia
2/2 Ground Unit 10 Min to beach on golf course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Venice vacation rental ground floor condo has 2 bedrooms, 2 baths and room for 4 guests with air mattress. It featu ...
From $114 per night (USD)Expedia
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2 Cottages Rented Together, Htd Pool, Near Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfo ...
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From $519 per night (USD)Expedia
Unique & Artsy Beach Getaway: Pool ~ Hot Tub ~ Pkg
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Immerse yourself in a vibrant 3BR, pet friendly coastal retreat designed for bright, modern comfort and playful beachsid ...
From $519 per night (USD)Expedia
From $316 per night (USD)VRBO
2BR Beachy Speakeasy In St Armand's w/ Rooftop Deck. Walk to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Book Your SUMMER 2026 GETAWAYS! Step into your getaway now at a Sarasota paradise nestled in the heart of St Armand's Ci ...
From $316 per night (USD)VRBO
From $335 per night (USD)Expedia
Exceptional Gulf Front Condo w/Stunning Views! Heated Pool. Secure Building. FH504
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 5th floor condo with stunning water views from every room! Spacious open-concept 2 bedroom featuring a large u ...
From $335 per night (USD)Expedia
From $519 per night (USD)VRBO
Stylish Retreat on Private Crescent Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brand new pool ! Our place on the #1 Siesta Key beach is near Siesta Key village, quiet turtle beach, downtown Sarasota ...
From $519 per night (USD)VRBO
From $458 per night (USD)Expedia
Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale - Remodeled
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Jamaica Royale - Villa Unit #84 Welcome to the loveliest place in Paradise! Dr. Beach has repeatedly named Siesta Key a ...
From $458 per night (USD)Expedia
From $415 per night (USD)VRBO
Modern near Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $415 per night (USD)VRBO
From $177 per night (USD)Expedia
Perfect place to call a Timeout! 3 beaches within 15 minutes! With a pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Built in 2018, our Tiny House is in a gated resort with 2 bedrooms and 1 bath. Master bedroom has a queen bed, double c ...
From $177 per night (USD)Expedia
From $352 per night (USD)VRBO
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
UPDATE: NOVEMBER 2024 - THIS RARELY AVAILABLE PROPERTY HAS JUST BECOME AVAILABLE FOR THE 2024-2025 SEASON DUE TO A CANC ...
From $352 per night (USD)VRBO
From $189 per night (USD)Expedia
Walk to the beach in minutes from this recently remodeled condo.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This place is on Bayshore Rd, 0.4 miles from the lovely Nokomis beach on Casey Key. One minute by a car or about eight ...
From $189 per night (USD)Expedia
From $210 per night (USD)VRBO
Close to Beaches & Shopping! Clean house with a private backyard Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This newly updated non-smoking home is located in Venice Florida. Enjoy the pool in your private backyard and you are ...
From $210 per night (USD)VRBO
From $120 per night (USD)Expedia
Cottage within walking distance to Casey Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Property Description. 1 Bedroom, 1 Bathroom, Sleeps 2 adults and 1 child. Available for reservations. Weekly and monthly ...
From $120 per night (USD)Expedia
From $121 per night (USD)VRBO
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just few minutes from # 1 Siesta Beach, close to major shopping and restaurants. Very desirable Sarasota location. Recen ...
From $121 per night (USD)VRBO
From $340 per night (USD)Expedia
Perfect Getaway 3bd/2bth Private Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your perfect family vacation starts here! Spacious Sarasota home in a quiet, friendly neighborhood—just under 6 miles f ...
From $340 per night (USD)Expedia
From $275 per night (USD)VRBO
New! Fully Renovated 3/2 Luxury Vacation Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful home set in peaceful and safe community in Venice FL. This residence had 1950 square feet, three bedrooms, two ...
From $275 per night (USD)VRBO
From $164 per night (USD)Expedia
Coastal Sarasota Condo: Minutes to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Spend your next beach retreat at this sunny Sarasota vacation rental! The condo provides a comfy and modern home base wi ...
From $164 per night (USD)Expedia
From $293 per night (USD)VRBO
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This condo offers the best of all worlds, with cleanliness and steps from the private beach. Avoid the crowds of the pub ...
From $293 per night (USD)VRBO
From $924 per night (USD)VRBO
Newly buil,beautiful house.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This stylish place is perfect for group trips and family gathering . Locate close to the best beaches and Mineral Spring ...
From $924 per night (USD)VRBO
From $197 per night (USD)VRBO
Guests Love this 5 Star Home & Location Walk DTWN, Trolley> Lido Beach, Pets OK!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
You've found it ! A quiet private Downtown Home near beaches and attractions. Thoughtfully designed and beautifully furn ...
From $197 per night (USD)VRBO
From $246 per night (USD)Expedia
MCM Waterfront Getaway w/ Private Dock + 4 Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our Mid Century Modern waterfront hideaway on the highly sought after Curry Creek. Perfectly situation betwee ...
From $246 per night (USD)Expedia
From $270 per night (USD)VRBO
Heated pool for Your next vacation getaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Beautiful, Sun-filled, 2 Bedroom 2 bath: 1 king in master with bathroom, 2 queen beds in guest bedroom and a queen sized ...
From $270 per night (USD)VRBO
From $131 per night (USD)Expedia
The entrance on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful sunsets with an outstanding view of the Gulf, the Intercoastal and the Pool area. Turtle beach is a block fro ...
From $131 per night (USD)Expedia
From $810 per night (USD)VRBO
Private Heated Pool & Hot Tub Near the Golf Course and the Popular UTC Mall
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your private golf retreat in The Highlands, one of the area`s most sought-after golf course communities. This ...
From $810 per night (USD)VRBO
From $541 per night (USD)Expedia
Crystal Sands Tower Unit 304 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanfront 180-degree view on the world famous Siesta Key Beach Enjoy full view of white sand Crescent Beach and the s ...
From $541 per night (USD)Expedia
From $479 per night (USD)VRBO
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
POOL AREA & LAKE-VIEW, KING BED, CERAMIC-FLOOR and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the are ...
From $479 per night (USD)VRBO
From $211 per night (USD)Expedia
Steps From Heated Pool And Ocean. 2 Bedroom Two Bath. Ground Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Large Beachside Heated Pool - Situated ocean side our two bedroom, two bath condominiums are turnkey furnished and in ...
From $211 per night (USD)Expedia
From $353 per night (USD)VRBO
Horizons West #D-9 is a Beautiful 2 Bedroom, 2 Bath Villa at Horizons West on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Remodeled & refurnished 2 bedroom, 2 bath beachside villa. Plantation shutters throughout. Newer washer / dryer in lau ...
From $353 per night (USD)VRBO
From $319 per night (USD)Expedia
Bright Venice Home w/ Yard < 4 Miles to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pack your bathing suits and head to this Venice gem for the ultimate Sunshine State escape. Featuring a screened-in lana ...
From $319 per night (USD)Expedia
From $335 per night (USD)VRBO
Bayside 2 Bedroom, 2 Bath Villa - Horizons West #E-8 on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Recently remodeled and furnished perfectly to be your home away from home! Relax just blocks from one of the nations bes ...
From $335 per night (USD)VRBO
From $396 per night (USD)Expedia
Gulf Coast Getaway: Pool • Kayaks • Fishing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Coast Getaway | Pool • Kayaks • Fishing ★☆ ABOUT THIS SPACE ☆★ Relax by the saltwater pool, paddle the canal by c ...
From $396 per night (USD)Expedia
From $275 per night (USD)VRBO
The Gecko House - Family Friendly - 3D Tour Available!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3D Tour within photos! https://my.matterport.com/show/?m=CATge6JpF8A&mls=1 Welcome to Your Ideal Getaway in Gulf Gate ...
From $275 per night (USD)VRBO
From $353 per night (USD)Expedia
Horizons West #C-5 is a Beautiful 2 Bedroom Beachside Villa on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful updated gulf-side villa located close to the beach. Completely remodeled, it is equipped with a washer & drye ...
From $353 per night (USD)Expedia
From $353 per night (USD)VRBO
Lovely #A-8 Horizons West 2 Bedroom, 2 Bath Beachside Villa on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You will love this beautiful, remodeled 2 bedroom, 2 bath villa, a. k. a. the "sugar shack"! Has a washer/dryer, 3 TVs ...
From $353 per night (USD)VRBO
From $353 per night (USD)Expedia
Horizons West #D-8 - a Beachside 2 Bedroom, 2 Bath Villa on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome vacationers to Villa D8! A beautiful, 2 bedroom, 2 full walk in shower bath villa. The Villa is equipped with ...
From $353 per night (USD)Expedia
From $233 per night (USD)VRBO
Across from Lido Beach Pavillon, 1 BR, 1 BA w/pool.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nice location directly across from Lido Beach pavillon, concession stand, restrooms, and outdoor showers. Also, close t ...
From $233 per night (USD)VRBO
From $2227 per night (USD)Expedia
#1 Home on Lido Key - Steps to Beach & St. Armands
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $2227 per night (USD)Expedia
From $162 per night (USD)VRBO
Beautiful home 2 miles away from Venice Beach!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Completely remodeled 2/1 home located in a great neighborhood close to everything. Downtown Venice 1 mile away. Venice B ...
From $162 per night (USD)VRBO
From $258 per night (USD)Expedia
Lido Key Coastal Retreat: Walk to Beach & St. Armands | Bonus Entertainment Lounge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your Lido Key Coastal Retreat! Discover the perfect blend of relaxation and convenience in the heart of ...
From $258 per night (USD)Expedia
From $285 per night (USD)VRBO
Steps to Lido Beach & St. Armand’s | Stylish 2BR + Game Lounge w/ TVs, Ping-Pong & More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Lido Beach Retreat – Walk to Beach & St. Armand’s Circle! Escape to this beautifully updated 2-bedroom, 2- ...
From $285 per night (USD)VRBO
From $279 per night (USD)Expedia
The Blue Conch – Family Friendly - Read About the 4th Bedroom - 3D Tour
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
3D Tour located within the photos! https://my.matterport.com/show/?m=hjd86CZbUGm&mls=1 If you're seeking a centrally ...
From $279 per night (USD)Expedia
From $128 per night (USD)VRBO
Downtown Sarasota Florida Vacation Rental, Pet-Friendly 3BR/2BA,Close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private 3-Bedroom, 2-Bath House — Great for car-free guests (Sleeps up to 6 guests) Welcome to our private and comforta ...
From $128 per night (USD)VRBO
From $302 per night (USD)Expedia
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...
From $302 per night (USD)Expedia
From $155 per night (USD)VRBO
Casa Azul 3bedroom
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully elegant 3bedroom designed specifically for the relaxing and quiet get away that epitomizes a great vacation. ...
From $155 per night (USD)VRBO
From $102 per night (USD)Expedia
Private Updated Mother In Law Apartment with Fenced Yard 4 miles from Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your warm, relaxing getaway begins here! Enjoy all of the amenities of home, close to Siesta Key Beach! Our recently upd ...
From $102 per night (USD)Expedia
From $162 per night (USD)VRBO
Charming 3/2 Home W/Saltwater & Heated Pool Near Several Beautiful Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our charming North Port home is decorated with guests in mind! House features modern finishes but warm and inviting furn ...
From $162 per night (USD)VRBO
From $212 per night (USD)VRBO
Resort living. Huge pools and Hot Tubs. WaterSlide. 20-30 minutes to 4 beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
January - March there is a 3 month minimum. Located in a central and quiet area of the park. Take a walk to the butterf ...
From $212 per night (USD)VRBO
From $335 per night (USD)VRBO
Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer th ...
From $335 per night (USD)VRBO
From $573 per night (USD)Expedia
Steps From Siesta Key Beach! 1BR w/ Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated gated beach access apartment with a heated pool. This is a one bedroom and one bath apartment that makes ...
From $573 per night (USD)Expedia
From $3498 per night (USD)VRBO
Beach Dream | Home w/ Ocean Views, 2 Private Pools, Rooftop Lookout and Steps to Siesta Key Beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 22
🩴 Beach Dream | 6BR with Rooftop Patio, Two Private Heated Pools, and a 2-Min Walk to Siesta Key Beach 💖 Why You'll L ...
From $3498 per night (USD)VRBO
From $1150 per night (USD)Expedia
🌴 Crystal Sands | Steps to the Sand Rooftop Sunset Views & Modern Poolside Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
🌴 Crystal Sands | Steps to the Sand Rooftop Sunset Views & Modern Poolside Escape 💖 Why You'll Love This Home Just 2 ...
From $1150 per night (USD)Expedia
From $1537 per night (USD)VRBO
Silver Shore | Unit w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
🌴 Silver Shore | Modern Escape, Rooftop Deck, Pool & Across from Siesta Key Beach 💖 Why You'll Love This Home From mo ...
From $1537 per night (USD)VRBO
From $353 per night (USD)Expedia
Horizons West #C-4 - A Lovely 2 Bedroom 2 Bath Beach Villa on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully updated and furnished with all the comforts of home, this 2 bedroom/2 bath villa is just steps from the beac ...
From $353 per night (USD)Expedia
From $168 per night (USD)VRBO
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6 “HEY LIDO!!!” Wake up and pinch yourself as you watch t ...
From $168 per night (USD)VRBO
From $447 per night (USD)Expedia
Beach Access, Walk to village, Sunsets included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $447 per night (USD)Expedia
From $113 per night (USD)VRBO
2/2 Vaulted Ceiling 10 Min to beach on golf course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Venice vacation condo rental 2nd floor condo has 2 bedrooms, 2 baths and room for 4 guests It features 2 separate ...
From $113 per night (USD)VRBO
From $422 per night (USD)Expedia
Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Siesta Sands Beach Resort Gulf View! New listing at Siesta Sands Beach Resort on the south end of Siesta ...
From $422 per night (USD)Expedia
From $2943 per night (USD)VRBO
Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk to Beach!
- Bedrooms:
- 8
- Bathrooms:
- 10
- Sleeps:
- 26
Welcome to Sandy Rocks, an exceptional tropical retreat that combines luxury, convenience, and ample space to accommodat ...
From $2943 per night (USD)VRBO
From $280 per night (USD)Expedia
Condo# 304 2 Bed/1 bath Condo Steps to Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Now with private Wifi. Unit 304, a Two Bedroom, One Bath Condo has a screened in lanai perfect for enjoying your breakf ...
From $280 per night (USD)Expedia
From $346 per night (USD)VRBO
Walk to Siesta Beach, Restaurants, Shopping &More!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Incredible location next to the South Siesta Bridge! Short walk over the bridge and you're on the Beach, at Restaurants ...
From $346 per night (USD)VRBO
From $333 per night (USD)Expedia
4 Bedroom + den, Pool home , WIFI, cable TV and Nationwide phone in home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Please note: We do not rent to businesses 2006 home built in north port, Florida. home features 4 bedrooms plus a den ...
From $333 per night (USD)Expedia
From $346 per night (USD)VRBO
Walk to Siesta Key Beach & Village – Cozy 2BR , 1BA first floor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Barefoot Bungalows – “COZY” Cottage 2 Bedrooms | 1 Bath | Steps to Siesta Key Beach & Village Welcome to “COZY” at Bar ...
From $346 per night (USD)VRBO
From $89 per night (USD)Expedia
Ground unit Pool 10 Min to beach on golf course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Venice vacation condo rental has 2 bedrooms, 2 baths and room for 4 guests and features views of the fairway on Pla ...
From $89 per night (USD)Expedia
From $299 per night (USD)VRBO
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...
From $299 per night (USD)VRBO
From $266 per night (USD)Expedia
Peaceful Setting, on the water of Little Sarasota Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropical Breeze is a 1 bedroom 1 bath apartment on the first floor of a 4-plex apartment building. The apartment is no ...
From $266 per night (USD)Expedia
From $162 per night (USD)VRBO
Cozy condo .Beach , warm pool, great location….
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
On the landscaped side of the complex, you will hear a soothing waterfall right from your tropical patio! The apartment ...
From $162 per night (USD)VRBO
From $363 per night (USD)Expedia
Luxury On The Beach in the Heart of Siesta Key at Crystal Sands 809
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect for a family vacation or a romantic getaway. Gorgeous 2 bedroom, 2 bath condo at the luxurious Crystal Sands res ...
From $363 per night (USD)Expedia
From $336 per night (USD)VRBO
Luxury Lemon Bay 4 BR villa with pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious 2156 square feet large and unique villa is set close to Manasota Beach and offers you 4 bedrooms and 3.5 b ...
From $336 per night (USD)VRBO
From $308 per night (USD)VRBO
🦀 Waterfront house with dock & heated pool 🦀<br>1 mile from Siesta key 🌴
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Bring your boat ! Sandy Crab Retreat is a fresh, clean beach house located on Philippi Creek! Newly updated three bedroo ...
From $308 per night (USD)VRBO
From $290 per night (USD)VRBO
Paradise Palms • Heated Screened Pool • Family-Friendly • Near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Paradise Palms, your Sarasota getaway designed for families, friends, and beach lovers. This 3-bedroom, 2-ba ...
From $290 per night (USD)VRBO
From $584 per night (USD)Expedia
:: Villa Oasis – Elegant & Peaceful Pool Retreat in Siesta Key ::
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Villa Oasis—a refined, tranquil escape designed for those who appreciate comfort, privacy, and a slower pace ...
From $584 per night (USD)Expedia
From $165 per night (USD)VRBO
Large Venice townhome plenty of space community pool, 15 minutes from 3 beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious new 3 bedroom townhome in Venice. Perfect for a long family vacation or snowbirds. All bedrooms are upstairs ...
From $165 per night (USD)VRBO
From $150 per night (USD)Expedia
Our Cottage is on Whitaker Bayou minutes from Sarasota Main St. downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $150 per night (USD)Expedia
From $196 per night (USD)VRBO
Beach is only one a minute drive. Nicely remodeled condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
It only takes one minute to drive or 8 minutes to walk over to the beautiful Nokomis beach on Casey Key. Supermarkets, g ...
From $196 per night (USD)VRBO
From $284 per night (USD)Expedia
2 BR Siesta Key Villa with Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Property Siesta Villa Coralline is a stand-alone single story villa located in the beautiful community of Polynesia ...
From $284 per night (USD)Expedia
From $301 per night (USD)VRBO
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedrooms, 2 full bathrooms, - BEACHFRONT SIESTA DUNES - Siesta Key Beachfront Vacation Rental Condo on Crescent Beac ...
From $301 per night (USD)VRBO
From $231 per night (USD)Expedia
Walk to Beach: Condo w/ Pool & Patio In Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Heated Community Pool | Walking Distance to Beach | Family Friendly | Remote Workers Welcome If an outing to a bustling ...
From $231 per night (USD)Expedia
From $1571 per night (USD)VRBO
Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 20
Surf View by Siesta Key Luxury Rental Properties Surf View is a spacious eight bedroom, eight and a half bath Siesta Ke ...
From $1571 per night (USD)VRBO
From $1618 per night (USD)Expedia
Home with Gulf Views, Private Heated Pool, Spa, Game Room! - Sunset View
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 21
Sunset View by Siesta Key Luxury Rental Properties Welcome to Sunset View, an eight bedroom, five and a half bath Sies ...
From $1618 per night (USD)Expedia
From $1496 per night (USD)VRBO
Sunset Gulf – Luxury Siesta Key Retreat with Pool! Beach Access!
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 23
Sunset Gulf by Siesta Key Luxury Rental Properties Welcome to Sunset Gulf, an eight bedroom, five and a half bath Sies ...
From $1496 per night (USD)VRBO
From $1926 per night (USD)Expedia
Siesta Home with Pool & Waterslide - Sunset Splash
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 23
Sunset Splash by Siesta Key Luxury Rental Properties Welcome to Sunset Splash, a legendary eight bedroom, seven and a ...
From $1926 per night (USD)Expedia
From $690 per night (USD)VRBO
Steps to Beach. Shared Pool Pet/Family Friendly. Parking Incl.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Island Sun by Siesta Key Luxury Rental Properties is a bright and inviting 3-bedroom, 2-bath Siesta Key vacation rental ...
From $690 per night (USD)VRBO
From $301 per night (USD)Expedia
2 BR Siesta Key Villa with lanai and pool access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Property Find yourself in the relaxing comforts of Siesta Villa Laughing Gull. A single-story stand-alone villa, loc ...
From $301 per night (USD)Expedia
From $224 per night (USD)VRBO
Cozy and stylish house with wooded view in North Port, Fl
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Gorgeous fully furnished 3 bedroom 2 full bathroom house, highly desired North Port Area!Tropical and beach atmosphere a ...
From $224 per night (USD)VRBO
From $3299 per night (USD)Expedia
Tropical Oasis | Luxury Home on Siesta Key w/ Private Heated Pool/ Spa, Steps to Beach & Village!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
🌴 Tropical Oasis | Private Pool, Spa + Walk to Siesta Beach 💖 Why You'll Love This Home Tucked behind swaying palms, ...
From $3299 per night (USD)Expedia
From $207 per night (USD)VRBO
Venice Home w/ Fire Pit & Grill: 2 Mi to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy all the coastal excitement surrounding Venice when you book this lovely 2-bedroom, 1-bath vacation rental! Boastin ...
From $207 per night (USD)VRBO
From $363 per night (USD)Expedia
Cozy 2Bd+2 Ba beach cottage; scrnd FL rm, 5min thru dune to bch; VR22-00059
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Fully renovated post 2 ...
From $363 per night (USD)Expedia
From $483 per night (USD)VRBO
Relaxing Poolside- a Private Oasis -heated pool- 7min to beach-2 King beds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our cozy 2-bedroom 2-bathroom vacation home, located just 7 minutes away from Manasota Beach. Other beaches, ...
From $483 per night (USD)VRBO
From $810 per night (USD)Expedia
Unbeatable Ocean Views from Multiple Rooms and Balcony, Private Beach | Free Excursion
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Siesta Breakers Penthouse on the Beach! Experience Gulf views from this two-level penthouse at Siesta Br ...
From $810 per night (USD)Expedia
From $143 per night (USD)VRBO
Centrally Located Charming Beach Suite in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your private guest suite in the heart of Sarasota - just minutes from Siesta Key, St. Armands Circle, and the ...
From $143 per night (USD)VRBO
From $316 per night (USD)Expedia
Siesta Dunes End Unit | Private Beach, Heated Pool & Free Daily Activities | Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up steps from a private pool and a short walk from one of the world's best beaches. Siesta Dunes is a gated beachfr ...
From $316 per night (USD)Expedia
From $275 per night (USD)VRBO
Totally Remodeled Condo - 4 Blks to beach/town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Totally remodeled 2BR/2BA condo on the second Floor of a 2 story complex could be yours. All brand new Furniture. Perfec ...
From $275 per night (USD)VRBO
From $412 per night (USD)Expedia
🌴💦 Fresh & updated 2/2 Siesta Key Condo~Fast WiFi, Pool, Private beach access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 𝗣𝗮𝗹𝗺 𝗩𝗶𝗲𝘄 𝗮𝘁 𝗦𝗶𝗲𝘀𝘁𝗮 𝗗𝘂𝗻𝗲𝘀! Kick off your shoes, grab a drink, and enjoy the palm view (o ...
From $412 per night (USD)Expedia
From $357 per night (USD)VRBO
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent) L ...
From $357 per night (USD)VRBO
From $208 per night (USD)Expedia
Florida's #1 Beach's Nearby!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this newly 3/2 renovated home in sunny Sarasota Florida! This home features a modern style with a cozy feelin ...
From $208 per night (USD)Expedia