Sarasota Area Rentals
- From $120 per night (USD)
VRBO
Casa Azul 2bed\/1bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully elegant 2bed/ 1 bath designed specifically for the relaxing and quiet get away that epitomizes a great vacat ...
From $120 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Resort living. Huge pools and Hot Tubs. WaterSlide. 20-30 minutes to 4 beaches!
- Bedrooms:
- 2
- 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 $157 per night (USD)VRBO
- From $1879 per night (USD)
VRBO
Private Pool, Lanai, Cabana, and Pool Deck! Steps to Beach & Village!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
Under the Palms is a 5BR/5Bath property with 3 units and a pool. Leave the car behind at this 100% private property inc ...
From $1879 per night (USD)VRBO
- From $189 per night (USD)
Expedia
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 $189 per night (USD)Expedia
- From $388 per night (USD)
VRBO
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 $388 per night (USD)VRBO
- From $1530 per night (USD)
Expedia
Beach Dream | Home w\/ Ocean Views, 2 Private Pools, & Rooftop Lookout! Steps to Siesta Key Beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 22
Welcome to Beach Dream, the ultimate vacation rental home for those who want to indulge in luxury and relaxation, while ...
From $1530 per night (USD)Expedia
- From $711 per night (USD)
VRBO
Crystal Sands | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Crystal Sands, the ultimate vacation rental home for those who want to indulge in luxury and relaxation, whil ...
From $711 per night (USD)VRBO
- From $786 per night (USD)
Expedia
Silver Shore | Home w\/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to Silver Shore, the ultimate vacation rental home for those who want to indulge in luxury and relaxation, while ...
From $786 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean view Longboat Key condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 BR/2 BA spacious condo timeshare at the Veranda Beach Club in Longboat Key with Gulf of Mexico views from the balcony. ...
Click For PricingVRBO
- Click For Pricing
Expedia
Quiet 55+ Community Mobile Home for Rent
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
This mobile home has a split floor plan, with a bedroom and bathroom at either end of the house. The main bedroom has a ...
Click For PricingExpedia
- From $324 per night (USD)
VRBO
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 $324 per night (USD)VRBO
- From $691 per night (USD)
Expedia
The Beach on Longboat Key #221S Resort by RVA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $691 per night (USD)Expedia
- From $200 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 $200 per night (USD)VRBO
- From $344 per night (USD)
Expedia
On the BEACH, Walk to VILLAGE, SUNETS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $344 per night (USD)Expedia
- Click For Pricing
VRBO
Peaceful and serene or fun and excitement! You decide!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2 bedroom 2 bath home with single sleeper sofa in living room. Newly renovated in quiet neighborhood with Old South Flor ...
Click For PricingVRBO
- From $69 per night (USD)
Expedia
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 6 guests It features 2 separate ...
From $69 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Private Beach, Gulf Views off Balcony, Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
New listing in Siesta Sands Beach Resort located on the south end of Siesta Key sitting on the GULF OF MEXICO.....truly ...
From $330 per night (USD)VRBO
- From $1357 per night (USD)
Expedia
Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk to Beach!
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 26
Welcome to Sandy Rocks, an exceptional tropical retreat that combines luxury, convenience, and ample space to accommodat ...
From $1357 per night (USD)Expedia
- From $179 per night (USD)
VRBO
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 $179 per night (USD)VRBO
- From $142 per night (USD)
Expedia
Across from the #1 beach in the USA, 2br\/2ba with washer & dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom and 2 bath recently updated condo across from Siesta Key quartz sand beaches...did I mention Siesta Key beach ...
From $142 per night (USD)Expedia
- From $132 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 $132 per night (USD)VRBO
- From $241 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 $241 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Siesta Key 2BR \/1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 Bedroom, 1 Bath first floor “COZY” cottage is just 1000 feet from Beach Access #3. Siesta Key Village is 2 block ...
From $266 per night (USD)VRBO
- Click For Pricing
Expedia
beachfront condo on 6th floor of the longboat key club resort !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
Click For PricingExpedia
- From $200 per night (USD)
VRBO
Lush Retreat-- Less Than 5 Min From America's Top Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in a quiet, residential neighborhood less than 5 minutes to the white sands of Siesta Key-- America's top-rated ...
From $200 per night (USD)VRBO
- From $70 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 6 guests and features views of the fairway on Pla ...
From $70 per night (USD)Expedia
- From $228 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 $228 per night (USD)VRBO
- From $147 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 $147 per night (USD)Expedia
- From $110 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 $110 per night (USD)VRBO
- From $172 per night (USD)
Expedia
⭐Built in 1911⭐-Historic Home Next To Downtown Sarasota, Close to the Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
From $172 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Luxury Lemon Bay 4 BR villa just 0.6 mile away from Manasota Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious and unique villa closed to Manasota Beaches offers you a new large pool with a pool and barbecue area. You ...
From $195 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Beautiful, Spacious Family Friendly Vacation Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Book your next vacation at this lovely home, and you won't be disappointed! Brand new furniture throughout the entire ho ...
From $299 per night (USD)Expedia
- From $125 per night (USD)
Expedia
Adorable 3\/2 home Deer Hollow 5 Min Benderson Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great location, 15 min from downtown Sarasota, 25 min from Lido Beach! This comfortable house is 1,500 sq ft with 3 bed ...
From $125 per night (USD)Expedia
- From $355 per night (USD)
Expedia
Luxury On The Beach in the Heart of Siesta Key at Crystal Sands 809
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luxury on the Beach in the Heart of Siesta Key at Crystal Sands Perfect for a family vacation or a romantic getaway. Go ...
From $355 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Beautiful Siesta Key- Drop your bags and head to the White Sandy Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Number 201, with recent updates, is a beautifully situated spot to enjoy the comforts of home, while you are away from h ...
From $181 per night (USD)VRBO
- From $471 per night (USD)
Expedia
The Birdhouse | Private Siesta Key Home w\/ Heated Pool, Screened-In Patio, Minutes Away From Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Birdhouse, a charming yet coastal vacation home nestled on the beautiful island of Siesta Key. This delig ...
From $471 per night (USD)Expedia
- From $297 per night (USD)
VRBO
🦀 Waterfront house with dock & heated pool 🦀<br>1 mile from Siesta key 🌴
- Bedrooms:
- 2
- 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 $297 per night (USD)VRBO
- Click For Pricing
Expedia
Stay this close to all Sarasota has to offer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Cordova Gardens a Nice 2 bed room 2 bathroom condo with high ceilings and wood floors. The unit is in a small ...
Click For PricingExpedia
- From $253 per night (USD)
VRBO
Paradise Palms - Heated Pool - Sarasota & Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Awesome for longer stats and families with small kids. Close to Siesta Key. Beautiful outdoor area with heated pool sur ...
From $253 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Great Gulf View! Steps to the No.1 Beach in a 2,759 sqft luxury townhome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
PARADISE begins here in this spacious 4 story duplex with private elevator. Accommodations for your entire stay with spa ...
From $600 per night (USD)Expedia
- From $475 per night (USD)
VRBO
:: Villa Oasis located in the heart of Siesta Key ::
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
:: You are going to love to rent this chic, bright and spacious Siesta Key Pool vacation rental Villa located in the hea ...
From $475 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Charming 3\/2 Home Peaceful on Legacy Trail! Pets Accepted!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This comfortable house of 1,370 sq ft, offers a large outdoor area, 3 bedrooms, 2 bathrooms, it's perfect for a family o ...
From $199 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Modern cozy condo 6 mins from Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom/2 bathroom/1020 sqf 1 King size bed and 1 Queen size bed Second floor Free parking for 1 vehicle Contactless c ...
From $168 per night (USD)VRBO
- From $710 per night (USD)
Expedia
Seas the Day | Canal Front Home on Siesta Key w\/ Private Heated Pool & Kayaks, Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
Welcome to Seas The Day, a truly remarkable waterfront retreat that promises to exceed all your expectations for a perfe ...
From $710 per night (USD)Expedia
- From $134 per night (USD)
VRBO
Large Venice townhome plenty of space community pool, 15 minutes from 3 beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious new 3 bedroom townhome in Venice. Perfect for a long family vacation or snowbirds. All bedrooms are upstairs ...
From $134 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Fisherman Cottage Camp 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 $139 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Private Beach Steps Away, 2 Flrs, Pools, Non-Tower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Jamaica Royale complex provides all the best of amenities!!! Private Beach....3 heated community swimming pools, one ...
From $345 per night (USD)VRBO
- From $137 per night (USD)
Expedia
One minute drive from the beach. Nicely remodeled condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Only few minutes walk from from the beautiful Nokomis beach on Casey Key. Supermarkets, gas stations, banks, restaurants ...
From $137 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Altez Vacations Villa w\/pool. Walk to Siesta Beach
- 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 $262 per night (USD)VRBO
- From $281 per night (USD)
Expedia
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 $281 per night (USD)Expedia
- From $200 per night (USD)
VRBO
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in a piece of Sarasota history! This upstairs guest room, a 1 BR, 1 private bath is located in one of three histori ...
From $200 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Updated Condo w\/ Patio, Walk to Crescent Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If soft white sand, crystal-clear water, and a bustling beach town are what you're searching for, look no further than t ...
From $181 per night (USD)Expedia
- From $1683 per night (USD)
VRBO
Private Heated Pool\/Spa, Perfect Location, Family\/Pet Friendly, Game Room
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 22
Surf View by Siesta Key Luxury Rental Properties Home in Siesta Key, FL At A Glance • Huge 3 Story Pool Home w/ 8 Bedro ...
From $1683 per night (USD)VRBO
- From $710 per night (USD)
Expedia
Private Heated Pool. Steps to Siesta Key Village\/Beach. Parking Incl.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Retreat by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Ideally located between Siesta Key Beach an ...
From $710 per night (USD)Expedia
- From $1262 per night (USD)
VRBO
Huge Back Yard, Heated Pool w\/ Tiki Hut, Steps to Beach\/Village
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The Pool House Si ...
From $1262 per night (USD)VRBO
- From $504 per night (USD)
Expedia
Perfect for Families, Steps to Siesta Key Beach and Village!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Fins Up by Siesta Key Luxury Rental Properties Duplex in Siesta Key, FL Perfect for Families! Amazing 3 bedroom, 2 bat ...
From $504 per night (USD)Expedia
- From $1336 per night (USD)
VRBO
Walk to Beach\/Village, Gulf Views on 3 Levels, Private Heated Pool\/Spa
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 25
Sunset Gulf by Siesta Key Luxury Rental Properties Home in Siesta Key, FL At A Glance • New Luxury Home w/ Gulf Views ...
From $1336 per night (USD)VRBO
- From $2027 per night (USD)
Expedia
Perfect Location. Pool with Waterslide and Spa - Sunset Splash
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 23
Sunset Splash by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Welcome to Sunset Splash! This legendary gr ...
From $2027 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Tiny House Flamingo- Cute and vibrant with Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your next vacation can have the relaxation of the beach with the cozy environment of Tiny House Flamingo. Flamingo once ...
From $128 per night (USD)VRBO
- From $720 per night (USD)
Expedia
Private Heated Pool, Steps to Siesta Key Village\/Beach, Family\/Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bimini Breeze by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Less than a block away from Siesta Key Vill ...
From $720 per night (USD)Expedia
- From $548 per night (USD)
VRBO
Steps to Beach. Shared Pool\/Game Room. Pet\/Family Friendly. Parking Incl.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Island Sun by Siesta Key Luxury Rental Properties 559 Beach Rd B Siesta Key, FL 34242 Welcome to Island Sun, a gorgeous ...
From $548 per night (USD)VRBO
- From $853 per night (USD)
Expedia
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Aruba by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Aruba! This fantastic vacation ho ...
From $853 per night (USD)Expedia
- From $1475 per night (USD)
VRBO
Heated Pool\/Spa w\/ Waterslide. Rooftop Deck w\/ Gulf Views. Water\/Dock Access
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 22
Aloft on Canal by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Highlights: • 3-minute walk from the beac ...
From $1475 per night (USD)VRBO
- From $89 per night (USD)
Expedia
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 $89 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Altez Vacations Villa Steps from Beach and Pool.
- Bedrooms:
- 2
- 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 $295 per night (USD)VRBO
- From $1601 per night (USD)
Expedia
Perfect Location. Private Heated Pool\/Spa w\/ Waterslide
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 19
At A Glance • 6-minute walk from the beach • Private pool, hot tub, and waterslide • Dog-friendly with host approval p ...
From $1601 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Family Retreat with Pool, Games, Dock, Fishing, Golf by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Tanglewood is a relaxing vacation spot for outdoors fun and adventure--offering fishing, kayaking, swimming, bird-watchi ...
From $395 per night (USD)VRBO
- Click For Pricing
Expedia
Crystal Sands Tower Unit 901 - 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 ...
Click For PricingExpedia
- From $92 per night (USD)
VRBO
Tiny House Seashell perfectly sleeps 2 and offers cozy beach accommodations
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our smallest Tiny House yet and on a private area of our property! It's tucked away in a fenced in area. Can you vacatio ...
From $92 per night (USD)VRBO
- From $213 per night (USD)
Expedia
PEACEFUL AND SERENE CONDO, Close to Turtle Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 2 bath condo within waking distance of Turtle Beach! Watch the breath taking sunsets from the lanai. Enjoy ...
From $213 per night (USD)Expedia
- From $2138 per night (USD)
VRBO
Tropical Oasis | Luxury Home on Siesta Key w\/ Private Heated Pool\/ Spa, Steps to Beach & Village!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to Tropical Oasis. This private family home is perfect for large families, with the ability to accommodate up to ...
From $2138 per night (USD)VRBO
- From $327 per night (USD)
VRBO
Casa Blanca Villa C16
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This newly renovated state of the art Villa boasts a newly remodeled and fully equipped gourmet kitchen with granite cou ...
From $327 per night (USD)VRBO
- From $98 per night (USD)
VRBO
Venice Vacation Rental with backyard lakefront
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Fully furnished Seasonal rental. The house is an updated 3 bath 2 bedroom with 1763 sq. ft. of living area. The home h ...
From $98 per night (USD)VRBO
- From $146 per night (USD)
VRBO
Pinecraft Sunset Tiny Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This unique comfortable tiny home in the heart of Sarasota. Close to Pinecraft, beaches, shops and restaurants. ...
From $146 per night (USD)VRBO
- From $145 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 $145 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Paradise found in FLA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This beautiful house offers three bedrooms and 2 bath. You’ll get a great night’s rest on the plush one king sized bed t ...
From $279 per night (USD)Expedia
- From $388 per night (USD)
VRBO
2Bd2 Ba beach cottage w\/private front\/back yard, screened porch, firepit, grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Sparkling Florida Bea ...
From $388 per night (USD)VRBO
- Click For Pricing
Expedia
Spectacular 8th FL panoramic views of the Gulf of Mexico and Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 2
Gulf front panorama from this lovely 8th floor spacious condo available for $6,000/month starting January 1, 2021 (a 3-m ...
Click For PricingExpedia
- From $201 per night (USD)
VRBO
Cozy & Clean-heated pool cottage-2 bikes--cable TV- 7 min to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to S. Venice. This cozy newly updated 2/2 private home is tucked away in a quiet residential neighborhood locate ...
From $201 per night (USD)VRBO
- From $476 per night (USD)
Expedia
Incredible Ocean Views Throughout, Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Penthouse with private BEACH on SIESTA KEY!! Gulf of Mexico views seen throughout the two level condo. Siesta Breakers ...
From $476 per night (USD)Expedia
- From $75 per night (USD)
VRBO
The Cozy Beach Suite of Sunny Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully designed studio inspired guest suite in the heart of Sarasota ready for your next stay! We designed this sui ...
From $75 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Competitive Rates, Gated, Private Beach, Htd Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FABULOUS LISTING IN SIESTA DUNES WITH PRIVATE BEACH ON SIESTA KEY!! Siesta Dunes is a gated complex with their own PRI ...
From $322 per night (USD)Expedia
- Click For Pricing
VRBO
Amazing sunsets on beach #402 top floor condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax and enjoy spectacular Florida sunsets overlooking world famous Siesta Key Beach. This upscale, coastal design cond ...
Click For PricingVRBO
- From $1958 per night (USD)
Expedia
Waterslide, Heated Pool\/Spa, Canal\/Dock Access, Rooftop-Gulf Views
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 22
Sea Spray by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Sea Spray, a beach and boaters ...
From $1958 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Condo on Venice Island - Prime location - 4 Blocks to either the beach or town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2BR/2BA condo on the second Floor of a 2 story complex. Perfect location in quiet residential neighborhood 4 blocks to t ...
From $150 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Retreat Half-Mile to Beach\/Siesta Key Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready for the perfect Florida vacation full of white sands, cool ocean breezes, and all the rest and relaxation you ...
From $296 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean Sky | Pet Friendly Home in Sarasota w/ Private Heated Pool & Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Ocean Sky, a luxurious retreat that offers the perfect combination of comfort, convenience, and style. From t ...
Click For PricingVRBO
- From $900 per night (USD)
Expedia
Fabulous Custom Home in Siesta Key!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Located just outside of vibrant Siesta Key Village, you find a 2600 square foot 4 bedroom, 3 Full, 1 .5 Bath Custom Home ...
From $900 per night (USD)Expedia
- From $441 per night (USD)
VRBO
🌴💦 Freshly updated 2\/2 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 (our condo's nam ...
From $441 per night (USD)VRBO
- Click For Pricing
Expedia
2 bedroom Condo, Bird Bay Village. REMODELED NEW NEW NEW
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2 BR 2 BA, has a beautiful screened in lanai! NEW almost everything! New floors, paint, vanities, ALL new furniture, A ...
Click For PricingExpedia
- From $553 per night (USD)
VRBO
Boaters Paradise Near Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
JAN 2024 DISCOUNT 2% rebate between Jan. 2-22. Exquisite new construction just over the 2 mile bridge from Siesta Key Be ...
From $553 per night (USD)VRBO
- From $284 per night (USD)
Expedia
No hidden fees! - Minutes to Siesta Key attractions
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Come relax at your own private oasis in a prime location close to top-notch restaurants, shopping, and America’s #1 Sies ...
From $284 per night (USD)Expedia
- Click For Pricing
Expedia
Legacy Beach Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Come enjoy this beautiful spacious completely renovated 2 Bedroom/ 2 Bath home located 2.5 miles from the famous Casey K ...
Click For PricingExpedia
- From $338 per night (USD)
Expedia
Modern Home w\/ Screened-In Pool: 4 Mi to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the serene southwestern coast of Florida at this tastefully furnished 3-bedroom, 2-bath vacation rental locat ...
From $338 per night (USD)Expedia
- From $306 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 $306 per night (USD)VRBO
- From $155 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 $155 per night (USD)Expedia
- From $161 per night (USD)
VRBO
AP 7883 - Just in for rentals close to Siesta Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Just in for rentals close to Siesta Beach! Well appointed, well equipped, fully rejuvenated and beautifully furnished b ...
From $161 per night (USD)VRBO
- From $164 per night (USD)
Expedia
Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Take a break from the everyday life in wonderful Sarasota and treat yourself to stay at this vacation rental! Be among t ...
From $164 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Find Your Happy Place on Siesta Key, Crescent Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
5 (five) day minimum stay. Immaculate Beach villa on beautiful Crescent Beach on #1 rated Siesta Key, Sarasota, Fl. Ful ...
From $375 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Superbly Renovated & Modern, WiFi, Heated Pool, Fido Friendly, Hot Tub, BBQ, Fenced Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous Updated Modern Home located in popular Arlington Park neighborhood; a superbly renovated 3 bedroom 2 bath home ...
From $331 per night (USD)Expedia