Sarasota Area Rentals
From $288 per night (USD)VRBO
Crystal Sands Villa 1 - Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy New Luxury Furnishings and Decor! For more privacy, we offer you this 2 bedroom 1 bath second floor villa flankin ...
From $288 per night (USD)VRBO
From $481 per night (USD)Expedia
Crystal Sands Tower Unit 1002 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Upon entering this unit, you experience the fantastic view of shining gulf waters and the powder white crystal sand beac ...
From $481 per night (USD)Expedia
From $457 per night (USD)VRBO
Crystal Sands Tower Unit 1007 - 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 $457 per night (USD)VRBO
From $627 per night (USD)Expedia
Crystal Sands Tower Unit 703 - 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)Expedia
From $450 per night (USD)VRBO
Crystal Sands Villa 11 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
For more privacy we offer you this 2 bedroom 2 bath villa flanking our attractive palm lined boulevard. Gracious living ...
From $450 per night (USD)VRBO
From $481 per night (USD)Expedia
Crystal Sands Tower Unit 1202 - 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 $481 per night (USD)Expedia
From $422 per night (USD)VRBO
Crystal Sands Villa 16 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Chic 2 bedroom 2 bath villa, beautifully decorated just steps from the white powder Crescent Beach on Siesta Key. ...
From $422 per night (USD)VRBO
From $486 per night (USD)Expedia
Crystal Sands Tower Unit 909 - 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 $486 per night (USD)Expedia
From $458 per night (USD)VRBO
Crystal Sands Villa 9 - Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Crystal Sands! For a more private experience we offer beautiful villas steps from our private beach. Each vi ...
From $458 per night (USD)VRBO
From $486 per night (USD)Expedia
Crystal Sands Tower Unit 103 - 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 $486 per night (USD)Expedia
From $477 per night (USD)VRBO
Crystal Sands Tower Unit 904 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Sweeping Million Dollar views of the Gulf of Mexico from every room in this stunning 9th Floor newly renovated and furni ...
From $477 per night (USD)VRBO
From $433 per night (USD)Expedia
Crystal Sands Tower Unit 402 - 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 $433 per night (USD)Expedia
From $476 per night (USD)VRBO
Crystal Sands Tower Unit 204 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Crystal Sands Condo 204! This luxury 2-bedroom 2-bath fully furnished ocean front vacation rental is located ...
From $476 per night (USD)VRBO
From $697 per night (USD)Expedia
Siesta Sunrise II-Between the Beach and Village
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
One of the best locations on Siesta! Located between the beach and the village this 2 bedroom 2.5 bath townhouse is grea ...
From $697 per night (USD)Expedia
From $192 per night (USD)VRBO
~ Stay 2 weeks for the price of 1 at Harbor Towers ~ Sept 1 to Dec 24
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
** Stay 2 weeks for the price of 1 at Harbor Towers ** Sept 1 to Dec 24 Welcome to the prestigious Harbor Towers and Y ...
From $192 per night (USD)VRBO
From $253 per night (USD)VRBO
cozy condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
a cozy condo nestled in the between the beach an the bay ! This 2 bedroom 1 bath is perfect for a getaway on the #1 vot ...
From $253 per night (USD)VRBO
From $262 per night (USD)VRBO
Comfy, clean, private home IN Venice, Florida; Heated Pool, Minutes to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Very clean, private home IN Venice, Florida. Amazing location; less than a mile to restaurants, shopping and grocery. 2 ...
From $262 per night (USD)VRBO
From $544 per night (USD)Expedia
The Turtle House-Miles and Miles of Private Beach-Sunset Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to The Turtle House! A secluded beachfront retreat nestled within a nearly one-acre tropical paradise! This spect ...
From $544 per night (USD)Expedia
From $475 per night (USD)VRBO
House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
WELCOME TO HOUSE OF THE SUN ON SIESTA KEY Experience the gold standard of island living at House of The Sun. Perche ...
From $475 per night (USD)VRBO
From $458 per night (USD)VRBO
REMODELED BEACH HOUSE STEPS FROM THE GULF OF MEXICO WITH POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 2
Stunning home is just steps away to your own private beach access. Enjoy the turquoise blue waters and unbeatable sunset ...
From $458 per night (USD)VRBO
From $210 per night (USD)VRBO
Bungalow w/ Heated Pool by Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A 3 bed/2 bath home 5 miles to award-winning beaches and minutes to airport, downtown, shopping, restaurants, and activi ...
From $210 per night (USD)VRBO
From $190 per night (USD)Expedia
Affordable Ground Floor Siesta Key Vacation Rental with Heated Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom 2 bath unit is located on the intercostal and just 1 mile south of Siesta Key public beach. There are no ...
From $190 per night (USD)Expedia
From $208 per night (USD)VRBO
One Shell 🐚 of a house/ private heated swimming pool/WIFI
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Why stay in an over crowded hotel when you can relax in a quiet 2 bedroom house with your own private heated swimming po ...
From $208 per night (USD)VRBO
From $559 per night (USD)VRBO
Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Experience a vibrant 2BR, beachfront duplex in the heart of Siesta Key, just steps from sunny beaches, restaurants, shop ...
From $559 per night (USD)VRBO
From $485 per night (USD)VRBO
Hidden gem close to everything!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our house is seated on a quiet little street close to downtown and 10 minutes to the number 1 beach siesta key 5 minutes ...
From $485 per night (USD)VRBO
From $208 per night (USD)Expedia
Private Beach | Bayside Corner Unit | Walk to Turtle Beach | 2 Heated Pools | Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Island Reef - Bayside With Private Beach! This beautiful 2-bedroom, 2-king suite unit in Island Reef on ...
From $208 per night (USD)Expedia
From $306 per night (USD)VRBO
Gulfview Lido Key Gem - Walk to Beach & Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachside relaxation and upscale coastal shopping await at this 2-bedroom, 2-bath vacation rental on Lido Key! This Sara ...
From $306 per night (USD)VRBO
From $107 per night (USD)Expedia
On the Island of Historical Venice, Enjoy this Desirable Location close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
"ALL YOU CAN ASK FOR" 2bed/ 2 bath condo with all New Sofa, 2 High Back Swivel Chairs, 65 in Smart Tv with Chrome-cast, ...
From $107 per night (USD)Expedia
From $271 per night (USD)VRBO
Condo# 107 Two minutes walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
10% DISCOUNTED RENTAL RATE FOR NEW RESERVATIONS MADE DURING JUNE OR JULY 2026! ** This unit offers reservations with a ...
From $271 per night (USD)VRBO
From $691 per night (USD)Expedia
\"CHATEAU du SOLEIL\" SINGLE Family Home 1-1/2 Blocks to Beach Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Luxurious Vacation Home, Chateau du Soleil , for Lease: Welcome to your Dream private vacation home, newly built in 2013 ...
From $691 per night (USD)Expedia
From $203 per night (USD)VRBO
Stunning Private Pool Home | Lanai | Dog Friendly | 10 min to Siesta Key | Perfect Outdoor Living!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Mova Poolside Escape! This cozy 2-bedroom, 2-bath cottage in South Sarasota’s Vamo neighborhood is the p ...
From $203 per night (USD)VRBO
From $125 per night (USD)Expedia
Gulf Gate - Quaint and fresh 1st floor condo w/covered parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
CLOSE TO BEAUTIFUL SIESTA KEY!!! Our condo is the perfect Sarasota getaway. This quiet complex has a nice common area ...
From $125 per night (USD)Expedia
From $973 per night (USD)VRBO
Luxury Estate with Dual Pools on 2.5 Acres Near Downtown Sarasota & Beaches
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 17
Desoto Grand Estate is a spacious private property just minutes from Siesta Key Beach in Sarasota. Ideal for family gath ...
From $973 per night (USD)VRBO
From $656 per night (USD)Expedia
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to your private paradise in one of the few single-family homes situated directly on the powdery white sands of Si ...
From $656 per night (USD)Expedia
From $118 per night (USD)VRBO
Two Miles to Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Excellent Location. Private & Quiet - Private Entrance & Quiet Surroundings - Comfortable Bedroom & Bath with King Bed ...
From $118 per night (USD)VRBO
From $421 per night (USD)Expedia
DOWNTOWN Heated Pool Tropical Paradise w/ firepit + pool table!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is not just a place to stay - it’s a vacation experience. 🏝 Outdoor Living That Feels Like a Resort • Private he ...
From $421 per night (USD)Expedia
From $286 per night (USD)VRBO
Siesta key condo.. Great Location - Gulf and bay club bayside
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
We own in the most beautifully maintained grounds on the key with the most unique architecture as well. Enjoy our 2br 2b ...
From $286 per night (USD)VRBO
From $1240 per night (USD)Expedia
Casamigos | West of the Trail - Heated Saltwater Pool & Tiki Bar
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
🌴 Casamigos | Heated Saltwater Pool & Tiki Bar 💖 Why You'll Love This Home Experience island elegance at Casamigos, a ...
From $1240 per night (USD)Expedia
From $97 per night (USD)VRBO
Perfect getaway! Newly remodeled waterfront suite.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Suite in the private house- with lake waterfront view with fishing possibility, located in very safe and quiet area, t ...
From $97 per night (USD)VRBO
From $1841 per night (USD)Expedia
High Tide - Beautiful pool with waterslide, 2 min walk to the beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
High Tide by Siesta Key Luxury Rental Properties Welcome to High Tide, a stunning six bedroom, six and a half bath lux ...
From $1841 per night (USD)Expedia
From $224 per night (USD)VRBO
Beach & Pool Open! Beachfront View Every Room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Amazing Gulf views from every room of this 3rd floor condo. Crescent Arms is a quiet, beach front, high rise c ...
From $224 per night (USD)VRBO
From $1288 per night (USD)Expedia
Sarasota Bayfront Estate - Sunset Views, Near Crescent Beach & Siesta Key Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Waterfront luxury with daily sunsets over Little Sarasota Bay—minutes to Siesta Key. This French Quarter–inspired estate ...
From $1288 per night (USD)Expedia
From $310 per night (USD)VRBO
Cozy Getaway Home near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
You'll have a great getaway at this intimate and peaceful space next to Siesta Key. Just minutes away from Siesta Key! G ...
From $310 per night (USD)VRBO
From $377 per night (USD)Expedia
Amazing 1 Br/1 Ba Condo at Casa Mar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Casa Mar is located on the Oceanside of Midnight Pass rd. Our condo is about 100 yards to the beach. If you love to walk ...
From $377 per night (USD)Expedia
From $403 per night (USD)VRBO
Siesta Key Village Townhome with Heated Pool and Walking Distance to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $403 per night (USD)VRBO
From $664 per night (USD)Expedia
2 Bedroom Unit with Pool - 2 min walk to Siesta Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
Step into this stylish 2BR 2BA beachfront oasis in Siesta Key, just steps from the sunny beach, restaurants, shops & loc ...
From $664 per night (USD)Expedia
From $1338 per night (USD)VRBO
Majestic Beachside Retreat ~ Pool ~ Hot Tubs ~ BBQ
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 20
Experience luxury & comfort in this 4BR 3BA Siesta Key duplex, just steps from the beach entrance along iconic Beach Roa ...
From $1338 per night (USD)VRBO
From $212 per night (USD)Expedia
Renovated home walk to Siesta Key Beach, shopping, and restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
When style, comfort, privacy, and unsurpassed access to fun are your idea of a wonderful time in Siesta Key, booking a s ...
From $212 per night (USD)Expedia
From $157 per night (USD)VRBO
Venice Palm Villa - Minutes to the Beach - Screened Patio- Fenced yard!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Palm Villa has 2 bedrooms and 2 bathrooms, a full laundry/utility room, a screened back patio with an outdoor table that ...
From $157 per night (USD)VRBO
From $232 per night (USD)Expedia
Close to beach with huge heated pool in bird sanctuary. Paradise!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy peace and comfort in this impeccably furnished 3 bedroom/2 bath home in Sarasota County, boasting an over-sized, h ...
From $232 per night (USD)Expedia
From $141 per night (USD)VRBO
This condominium is a 2 bedroom(s), 2 bathrooms, located in Venice, FL.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
No pets allowed. This second floor condo is close enough to walk to the beach as well as unique downtown shops . Bring a ...
From $141 per night (USD)VRBO
From $318 per night (USD)Expedia
2+ Acres Lot 3BR/2BA 2200 Sq.ft - Salt Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Take it easy at this unique and tranquil getaway. The property has over 2 acres with tropical fruit trees where you can ...
From $318 per night (USD)Expedia
From $211 per night (USD)VRBO
2 miles to #1 Beach Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this quaint cottage-style home. This home was freshly painted inside & outside & has all new stainless appliances ...
From $211 per night (USD)VRBO
From $212 per night (USD)Expedia
Cute one bedroom condo. walk to the beach and st Armand circle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Be sure to check out our other propertie 2086500 - Sunshine on Lido (New Listing) ++++++++++++++++++++++++++++++++++++++ ...
From $212 per night (USD)Expedia
From $686 per night (USD)VRBO
Spacious ~ Private Beach~Shuffleboard~Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to the gorgeous 2BR 3Bath beachfront townhouse nestled in the tranquil complex on Siesta Key, FL. Escape the big ...
From $686 per night (USD)VRBO
From $452 per night (USD)Expedia
Beautifully Remodeled La Victoria -vacation home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This completely renovated pool home is centrally located in town near everything you could ask for. Only moments away fr ...
From $452 per night (USD)Expedia
From $379 per night (USD)VRBO
Modern, Spacious Villa close to #1 Siesta Key Beach! FreeWiFi, Updated ,Hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Minutes to #1 Siesta Key Beach, shopping and everything else You need on a vacation. Enjoy Your stay in this updated, 2 ...
From $379 per night (USD)VRBO
From $216 per night (USD)Expedia
Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
New Studio, King Bed, 1 bathroom on Siesta Key is a short walk to beach Access #12 on Siesta key, Own entrance, Free ...
From $216 per night (USD)Expedia
From $288 per night (USD)VRBO
Midnight Cove ll - Ground Floor, Water Views, Deeded Beach Access! 113A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just what you have been looking for, this 1400 square foot condo at Midnight Cove ll checks all the boxes. Located on t ...
From $288 per night (USD)VRBO
From $292 per night (USD)Expedia
Unit 68- 1 Bedroom and 1 Bathroom Condominium with Partial South Views.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 68- |1 Bedroom and 1 Bathroom Condominium with Partial South Views. | There are spectacular views from this beautif ...
From $292 per night (USD)Expedia
From $195 per night (USD)VRBO
Englewood Cottage - 2 Bedrooms - 5 minutes from beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*** 29% Discount when you book 28 or more nights during non-winter months *** Summary: Adorable completely renovated and ...
From $195 per night (USD)VRBO
From $289 per night (USD)Expedia
2 bedroom 2 bathroom condominium is located on the Gulf side of our property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This third floor 2 bedroom 2 bathroom condominium is located on the Gulf side of our property. The unit has been fully r ...
From $289 per night (USD)Expedia
From $238 per night (USD)VRBO
Lake Front Remodeled Salt Water Pool 1.5 miles to Beach-Home-3Bd/2ba/LR/Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to a serene lake front beautiful, completely remodeled home with large salt water in-ground pool, located less th ...
From $238 per night (USD)VRBO
From $1315 per night (USD)Expedia
Putting green, Rooftop Deck AND Beach/Gulf Views with Private Heated Pool/Spa.
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
All Decked Out by Lido Key Vacations VR22-00028 Welcome to All Decked Out, a luxurious 7-bedroom, 7.5-bath Lido Key v ...
From $1315 per night (USD)Expedia
From $286 per night (USD)VRBO
Entire home in quiet neighborhood near beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coastal elegance in a spacious 2-bed/2-bath home in a quite cul-de-sac 5 minutes away from Englewood's uncrowded beaches ...
From $286 per night (USD)VRBO
From $413 per night (USD)Expedia
Bright & Beachy - Steps to the water!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Light, bright, beachy and welcoming! A slice of old Florida just steps away from private beach access. Nestled behind ...
From $413 per night (USD)Expedia
From $352 per night (USD)VRBO
Charm | Comfy | Tiki | Pool Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully renovated one bedroom King size super comfy mattress. Full bathroom with shower/tub. Fully remodeled kitchen ...
From $352 per night (USD)VRBO
From $347 per night (USD)Expedia
Canalfront Home w/ Private Dock - 5 Mi to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the best of Englewood from this waterfront vacation rental, set in a quiet neighborhood with access to the In ...
From $347 per night (USD)Expedia
From $191 per night (USD)VRBO
Discover Hacienda del Sol - Dog-Friendly, Downtown, Walkable Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in sh ...
From $191 per night (USD)VRBO
From $303 per night (USD)Expedia
Anchorage Resort 3rd Floor Two Bedroom Condo with Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Anchorage Resort on Siesta Key - includes resort amenity access! Our 2 bedroom, 2 bathroom, private vacation condo ...
From $303 per night (USD)Expedia
From $203 per night (USD)VRBO
Million Dollar Views! Venice Island | Gulf Views | Steps to Beach | Heated Pool, End Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to San Marco Gulf Beach Views 3rd Floor! Enjoy a peaceful escape just steps from the Gulf at this updated 2 ...
From $203 per night (USD)VRBO
From $214 per night (USD)Expedia
Pinecraft Paradise ~ Secluded Apt in central SRQ!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this trendy, chic apartment with a bit of coast ...
From $214 per night (USD)Expedia
From $240 per night (USD)VRBO
BEAUTIFUL HOUSE NEAR BEACH w/ Private Heated Pool, Wi-Fi+MORE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully furnished house perfect for a family vacation while needing to get away from a rapid lifestyle. With three g ...
From $240 per night (USD)VRBO
From $95 per night (USD)Expedia
Farmhouse Flair Getaway ~ In Pinecraft Village!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this fresh, new apartment with modern farmhouse ...
From $95 per night (USD)Expedia
From $386 per night (USD)VRBO
Siesta Key Village-Suite #4: A block to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Sies ...
From $386 per night (USD)VRBO
From $482 per night (USD)Expedia
Beautiful Pool Home minutes from Siesta Key Beach and siesta village.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful home located minutes from Siesta Key Beach in a quiet and beautiful neighborhood. This house has been refurnis ...
From $482 per night (USD)Expedia
From $412 per night (USD)VRBO
Beautiful 3 Bedroom 2 Bath Home Near Siesta Key Beach & Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully updated 3 bedroom, 2 bath Sarasota home - 4 miles from award winning Siesta Key Beach and 5 miles to downtow ...
From $412 per night (USD)VRBO
From $359 per night (USD)Expedia
Beach Club | Renovated Condo | Steps to Crescent Beach | Heated Pool & Hot Tub | Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A short walk from your door puts you on Crescent Beach, one of the world's top-ranked stretches of white quartz sand. Th ...
From $359 per night (USD)Expedia
From $1314 per night (USD)VRBO
Stunning Haven: 2 Pools & Hot Tubs ~ Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 24
Experience ultimate coastal luxury in this 6BR, Pet friendly Siesta Key duplex! Just steps from the sun-kissed beach, th ...
From $1314 per night (USD)VRBO
From $320 per night (USD)Expedia
Anchorage Resort 9th Floor 2-Bedroom Condo with Balcony- Gulf Views! Pool, Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Anchorage Resort on Siesta Key - includes resort amenity access! Our 2 bedroom, 2 bathroom, private vacation condo ...
From $320 per night (USD)Expedia
From $305 per night (USD)VRBO
Relaxing 3BR/2Ba Oasis with Heated Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our inviting three-bedroom house, nestled on a quiet dead-end street. With its charming and friendly atmosphe ...
From $305 per night (USD)VRBO
From $352 per night (USD)VRBO
Siesta Beach The BEST seaview from apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEAUTIFUL apartment located directly on the No. 1 beach in the USA - Siesta Key! The apartment offers 2 bedrooms, living ...
From $352 per night (USD)VRBO
From $350 per night (USD)VRBO
Luxury Family Home Near Downtown & Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A tranquil and spacious 3BR/2BA house awaits you on a serene, traffic-free street. This luxurious abode boasts high-beam ...
From $350 per night (USD)VRBO
From $187 per night (USD)Expedia
10 Minute drive to Siesta Beach!!! Spacious Condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
ASK ABOUT OUR MONTHLY RATES! Our smoke free condo is located within 10 minute drive to Siesta Beach. It is on the seco ...
From $187 per night (USD)Expedia
From $124 per night (USD)VRBO
Cheerful Home by the Springs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Recently remodeled home that is 5 minutes walk from the Mineral Springs. Very stylish and relaxed atmosphere. TVs in eve ...
From $124 per night (USD)VRBO
From $169 per night (USD)Expedia
Pinecraft Area Remodeled 3bdr/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Remodeled 3-bedroom home in the Pinecraft area of Bahia Vista puts you in the heart of Sarasota. Enjoy easy access to Si ...
From $169 per night (USD)Expedia
From $443 per night (USD)VRBO
Lakeside vacation awaits
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This home is directly located on Lake Sarasota. While sitting in the pool you can enjoy the beautiful views of Lake Sara ...
From $443 per night (USD)VRBO
From $323 per night (USD)Expedia
House 5 min from the beach 8 min from Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come see this beautifully updated 3 Bedroom, 2 Bathroom, 1 Car Garage Home in Sunny Sarasota, Florida! 5 min from the be ...
From $323 per night (USD)Expedia
From $543 per night (USD)VRBO
Sunny Venice villa w/ heated pool and lanai, kayaks, close to beach and downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Almost Fully Booked! Don’t Miss Your Chance to Stay! Last availability for this summer is July 25-August 3. Last 9 n ...
From $543 per night (USD)VRBO
From $262 per night (USD)Expedia
Looking for the perfect vacation rental?
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for the perfect vacation rental? Weekly? Monthly? or for the Season? This 2 bed /1 bath 3rd floor condo has just ...
From $262 per night (USD)Expedia
From $247 per night (USD)VRBO
Quiet Venice Retreat with Private Lanai & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Find your next Sunshine State escape when you stay at this Venice vacation rental! This 3-bedroom, 2-bathroom home has e ...
From $247 per night (USD)VRBO
From $160 per night (USD)Expedia
Lovely one bedroom condo near Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
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 $160 per night (USD)Expedia
From $1295 per night (USD)VRBO
Lido Beach Waterfront Oasis: Private Heated Pool & Hot Tub - Steps to Lido beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this stunning waterfront retreat on beautiful Lido Key, where luxury, comfort, and coastal living come togeth ...
From $1295 per night (USD)VRBO
From $393 per night (USD)Expedia
Stunning Views of the Beach & Bay - Spacious updated One BR condo w private deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious condo with wraparound deck with views of the beach and intracoastal. King size bed in the bedroom with a queen ...
From $393 per night (USD)Expedia
From $274 per night (USD)VRBO
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come vacation in this first floor, quiet and recently remodeled unit. New bathroom, mattresses, bedding, paint, hardware ...
From $274 per night (USD)VRBO
From $312 per night (USD)Expedia
New home 3/2 renovation 3 miles to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Only a few miles from Siesta key Minutes to the best restaurant, grocery and store. The location is truly where the ho ...
From $312 per night (USD)Expedia
From $381 per night (USD)VRBO
GULF SIDE - Serene Private Condo, 2BR/2BA, Siesta Key Jamaica Royale #95
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Direct Gulf of America access · Jamaica Royale Condominiums · Siesta Key, Florida · Sleeps up to 6 · 3 heated pools · Fr ...
From $381 per night (USD)VRBO
From $195 per night (USD)Expedia
Sea Side Tropical rental home 5 min to town & beaches.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax at our many close by beaches, downtown Venice Island, gulf courses, boating, fishing, tennis, water sports, or our ...
From $195 per night (USD)Expedia
From $317 per night (USD)VRBO
Mid-century Waterfront Home with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mid-century home located midway between Sarasota and Venice FL. Peaceful views of South creek flowing into the Sarasota ...
From $317 per night (USD)VRBO
From $110 per night (USD)Expedia
Hemingway Inspired Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful villa, quiet and comfortable two bedroom one bath close to downtown and the beaches. You can grill on your pri ...
From $110 per night (USD)Expedia