
Sarasota Area Rentals

- From $595 per night (USD)
VRBO
LUXURY HOUSE BY THE CANAL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our beautiful 3 bedroom / 2 bathroom house is located in the heart of Siesta Key Village. The house features outdoor po ...
From $595 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Cozy, Clean & Crazily Convenient
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you're looking for a great vacation getaway and prefer the style of a single-story cottage over a high-rise condo, yo ...
From $206 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Cheerful modern, minutes to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Fully renovated 2 bedroom, 2 bath, new kitchen, great location. Sleeps 4 (1 child can sleep on the couch), a/c, on Legac ...
From $110 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Harbor Towers Yacht & Racquet Club - Gulf Facing 2/2 Condo - Fully Upgraded!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This condo is located at Harbor Towers Yacht and Racquet Club on Siesta Key! It is condo #626, gulf facing on the 6th f ...
From $250 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Tiny House SIesta- perfect tiny house for two!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just enough room for two. This cozy Tiny House was handcrafted in Florida and has found its way to us. You will love the ...
From $130 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Luminous 2 beds/2 baths w/ Balcony LIDO BEACH TOWERS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This comfortable condo is in the Lido Key towers. it's a beachfront residence with pool and amenities. Perfect location ...
From $167 per night (USD)Expedia
- From $250 per night (USD)
VRBO
LJ's COTTAGE #4 - BALCONY VIEWS, POOL, & BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: BALCONY VIEWS - 2 bedroom, 2 bathroom second floor bungalow style unit with plenty of room for family and frie ...
From $250 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Best Value 3BR/2BA Pool Home 10 min from Siesta
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wanted to rent a pool home in beautiful Sarasota, but couldn't afford it? Well now you can! Our lovely home is located ...
From $200 per night (USD)Expedia
- From $140 per night (USD)
VRBO
LAKEFRONT-FREE KAYAKS, BICYCLES, STANDUP PADDLEBOARDS-WALK 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 $140 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Quiet pool house on a lake - 7 min. from beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Please note that hurricane Ian has destroyed our pool cage and a patio overhang roof. This beautiful 1600 Sq. Ft single ...
From $200 per night (USD)VRBO
- From $327 per night (USD)
VRBO
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 $327 per night (USD)VRBO
- From $292 per night (USD)
Expedia
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 $292 per night (USD)Expedia
- From $1650 per night (USD)
VRBO
Nearly Beachfront, Gulf/Beach Views, Private Heated Pool, Family/Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 19
Sugar Sand Cottage by Siesta Key Luxury Rental Properties Home in Siesta Key, FL At A Glance • Ground Level Home w/ 5 ...
From $1650 per night (USD)VRBO
- From $92 per night (USD)
VRBO
2 Bed 2 Bath w Bonus Room on Venice Island with Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bed 2 bath condo on Venice Island. Within blocks of main strip and just a 1/2 mile to the beach. Bonus space ...
From $92 per night (USD)VRBO
- From $130 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 $130 per night (USD)VRBO
- From $245 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 $245 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Just 130 steps from your walk-out balcony to the Beautiful White Sand Beach!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tasteful and very clean 1500sq ft. 1st Floor 2 bedroom/2bath condo with all the amenities of home! Enjoy the ability to ...
From $287 per night (USD)VRBO
- From $196 per night (USD)
Expedia
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 $196 per night (USD)Expedia
- From $169 per night (USD)
VRBO
BIG COZY CONDO 2bed/2bath. 7 minutes to SIESTA BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $169 per night (USD)VRBO
- From $379 per night (USD)
Expedia
Renovated home w NEW Heated Saltwater Pool 12/2021!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Newly renovated 3 bedroom 2 bathroom home in a quiet neighborhood with all the amenities for a home away from home. The ...
From $379 per night (USD)Expedia
- From $650 per night (USD)
VRBO
3 BEDROOM/ 2 BATH HOME WITH HEATED POOL AND SPA ON A CANAL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful little bungalow is the place to take in all of Siesta Key, on the canal with a private dock where you co ...
From $650 per night (USD)VRBO
- From $178 per night (USD)
Expedia
One Bedroom - Ground Floor Condo - Heated Pool - Siesta Key Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VILLAGE WEST - Deluxe Ground Floor Vacation Condo in Siesta Key Village with Heated Pool Located right in the Heart of ...
From $178 per night (USD)Expedia
- From $117 per night (USD)
VRBO
Florida home near beaches golf boating and Dearborn St .
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Close to beach 3.5 miles but a wonderful neighborhood. Enjoy those Florida breezes in your 3 bedroom 2 bath home with a ...
From $117 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Solar heated pool villa near Mineral Springs, shops , BBQ, Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom villa offers screened solar heated pool, fully fenced backyard, BBQ, Wi-Fi, 2 smart TVs with Disney Plus ...
From $250 per night (USD)Expedia
- From $148 per night (USD)
VRBO
Available April 5th
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This stunning, COMPLETELY RENOVATED townhome is overlooking the pool and near the beach. The modern-coastal style decor ...
From $148 per night (USD)VRBO
- From $175 per night (USD)
Expedia
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 $175 per night (USD)Expedia
- From $509 per night (USD)
VRBO
Villa Fiesta | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This private tropical oasis has all the amenities for your most memorable beach vacation at an absolutely UNBEATABLE loc ...
From $509 per night (USD)VRBO
- From $843 per night (USD)
Expedia
Casa De Siesta | Pet Friendly Home In Siesta Village, Private Pool and Hot Tub, Walk to the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This uniquely configured vacation rental home is a combination of two units: “Villa Fiesta” and “Villa Margarita.” Each ...
From $843 per night (USD)Expedia
- From $125 per night (USD)
VRBO
The Lucky House!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Saltwater Pool Home on a canal nestled in a tranquil setting with abundant wildlife in North Port. Our next do ...
From $125 per night (USD)VRBO
- From $599 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 villag ...
From $599 per night (USD)Expedia
- From $462 per night (USD)
VRBO
NEW! 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 $462 per night (USD)VRBO
- From $459 per night (USD)
Expedia
NEW! Siesta Key-Luxury 4 BR Home w/Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sprawling ranch retreat on cul-de-sac with private pool and less than 5 minutes to the beach! Private master suite opens ...
From $459 per night (USD)Expedia
- From $155 per night (USD)
VRBO
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 $155 per night (USD)VRBO
- From $180 per night (USD)
Expedia
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 $180 per night (USD)Expedia
- From $799 per night (USD)
VRBO
Beachfront Condo on the Famous White Sands of Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Siesta Breakers, a beautiful beachfront 2 bedroom condo on Siesta Key *Features include* * Heated Pool * ...
From $799 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Adventure in Sarasota from one of the most desirable locations in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Covid-19 Altez Vacations is committed to the safety and well-being of its guests. As such we have adopted additional c ...
From $276 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Oceanside 603 1BR - Newly renovated, Steps to the Beach in Siesta Key!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
“Beachside 603” is a Gertrude Rentals property right on Beach Rd at Access 10. Large, Fully Renovated, 1BR Apartment, j ...
From $332 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Updated, Heated Pool/Spa, WiFi, Screened Lanai, Tennis, Putting Green, Garage/Driveway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the community of Village Des Pins! Come vacation at Yellow Pine Villa, a single story (half of a duplex) 2 b ...
From $167 per night (USD)Expedia
- From $381 per night (USD)
VRBO
Crystal Sands Villa 12A
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $381 per night (USD)VRBO
- From $461 per night (USD)
Expedia
Entire private house
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 13
Enjoy Full master suite with Jacuzzi tub w/private access to pool with built in hot tub.There are 4 more bedrooms throug ...
From $461 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Luxury ❤ Condo just across from the Beach, close to Publix and St. Armand's !!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Looking for the perfect beach getaway? This is it! Welcome to the Neptune. Beautifully remodeled & stunning 1/1 unit jus ...
From $176 per night (USD)VRBO
- From $173 per night (USD)
VRBO
The Flamingo House at Indian Beach Sapphire Shores
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy your stay in Sarasota at this charming "Old Florida" West of Trail home with fenced yard, minutes to downtown, att ...
From $173 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Last minutes!! The Beach is Within Walking Distance!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
New unit in the multi-family home, on the ground floor, 2 Bedroom 1 bathroom (sleeps 4 ) near Siesta Key! Walk to restau ...
From $195 per night (USD)VRBO
- From $236 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 $236 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Bright and beachy Gulf front condo with shared heated pool in a perfect location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
San Marco Venice View 706 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $159 per night (USD)VRBO
- From $550 per night (USD)
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/ ...
From $550 per night (USD)VRBO
- From $169 per night (USD)
VRBO
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 $169 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Veranda Beach Club, Beach Side in 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 ...
From $322 per night (USD)Expedia
- From $94 per night (USD)
VRBO
COMFY COZY PLACE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Comfy cozy cute private drive studio with queen bed. Small fridge, coffee maker, toaster oven and microwave if you decid ...
From $94 per night (USD)VRBO
- From $415 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 $415 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Stunning 2 beds,2 bath beachfront 7th floor condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Condo lease approval required before booking. 3 months minimum rental. Please contact me before booking. alex_miron40@ ...
From $200 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Gorgeous Beach Cottage in Sunny Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Larger group? Inquire about our adorable adjacent 1/1 Coconut Cottage for your group's stay. Perfect for in-laws, famili ...
From $227 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Beautifully updated 3 bedroom, 2 bath near beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Relax and enjoy this recently updated and beautifully decorated 3-bedroom duplex within walking distance to the fabulous ...
From $252 per night (USD)VRBO
- From $100 per night (USD)
Expedia
*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 $100 per night (USD)Expedia
- From $883 per night (USD)
VRBO
The Sun Dial | Canal Front Home on Siesta Key w/ Private Pool & Large Backyard, Close to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This luxurious 4-bedroom/4-bathroom canal home is the paradise retreat you've been waiting for, and offers all of the am ...
From $883 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Indian Beach Zen Den Private Home (pet friendly) Weekly Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You’ll 💗 this private home centrally located to everything when you stay at this zen space 2 blocks to the local beach ...
From $167 per night (USD)Expedia
- From $115 per night (USD)
VRBO
Beautiful Condo in Waterfront Community Pelican Cove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
AVAILABLE MAY 1, 2022 TWO MONTH MINIMUM! Large designer decorated BEAUTIFUL 2 bedroom, 2 bath in highly sought-after P ...
From $115 per night (USD)VRBO
- From $293 per night (USD)
Expedia
🌴Tropical Retreat
- 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 $293 per night (USD)Expedia
- From $245 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 $245 per night (USD)VRBO
- From $800 per night (USD)
Expedia
SPRING BREAK 2023 NOW AVAILABLE! MARCH 15 - APRIL 1 !!! SIMPLY THE BEST!
- 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 $800 per night (USD)Expedia
- From $500 per night (USD)
VRBO
NO damage from IAN: Two Beautiful Cottages Side By Side - Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pricing is for BOTH cottages (Two 1 bedroom/1 bath cottages). Please Note***All touch surfaces and floors are being cle ...
From $500 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Waterfront Beach House- Pool - Kayaks - Bikes - Boat Ramp
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Over 150 ft of private waterfront is the most majestic feature of this unique 2 bed/2 bath home. The property is complet ...
From $309 per night (USD)Expedia
- From $247 per night (USD)
VRBO
NEW! Coastal Retreat - 4 Mi to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to white sand beaches and sunny blue skies when you book a stay at this 2-bedroom, 2-bathroom vacation rental! Lo ...
From $247 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Siesta Key beach house
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nice house with private pool with tree bedrooms and tree bath close to Siesta Key Village resturants and Beach. Canal o ...
From $395 per night (USD)Expedia
- From $872 per night (USD)
VRBO
*** NEW *** Beachside Wonder.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $872 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Walk to Beach, Updated Condo, Private Patio and Grill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $283 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Spacious Updated Condo Just 2 Blocks to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $307 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Newly Fully Updated and Modern, Short Walk to BEACH
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $189 per night (USD)Expedia
- From $1721 per night (USD)
VRBO
*** NEW *** Massive Mediterranean Beachside Bliss
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
Across the street from the #1 Beach a fabulous 3 bedroom, 3 bath townhome with a pool and in unit elevator that services ...
From $1721 per night (USD)VRBO
- From $960 per night (USD)
Expedia
*** NEW *** Rent the WHOLE building! Sleeps 16
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $960 per night (USD)Expedia
- From $889 per night (USD)
VRBO
*** NEW *** The Beachside Retreat you have been looking for
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No k ...
From $889 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Margaritaville - Pool ❤ w/ Hot Tub, Close to Beaches, Restaurants, Shopping +++
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Phenomenal, 4/2, 1894 sf home with all the amenities: Huge heated pool, Smart TVs in every room, Large kitchen with Isla ...
From $420 per night (USD)Expedia
- From $120 per night (USD)
VRBO
AMAZING 1 bedroom -20 min from Venice beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Amazing 1 bedroom, great for a couple looking to get away for a month or two to the Beautiful West Coast of Florida. Stu ...
From $120 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy this adorable 2-Bedroom, 2-Bathroom centrally located Siesta Key Condo with large heated pool! The condo is a ...
From $267 per night (USD)Expedia
- From $119 per night (USD)
VRBO
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 $119 per night (USD)VRBO
- From $314 per night (USD)
Expedia
NEW! 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 $314 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Discounted rates for gorgeous one bdrm directly across from beach, near village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Gorgeous updated, just renovated, newly furnished one bedroom! Best location on Siesta beach, walk to village! Enjoy ...
From $235 per night (USD)VRBO
- From $103 per night (USD)
Expedia
Siesta Key Waterfront Condo on Turtle Beach Inlet. Fish, Swim & Boat just Steps from Your Door. The
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Siesta Key Waterfront Condo on Turtle Beach Inlet. Fish, Swim & Boat just Steps from Your Door! Perfect location to rel ...
From $103 per night (USD)Expedia
- From $155 per night (USD)
VRBO
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 15 minutes from Flor ...
From $155 per night (USD)VRBO
- From $153 per night (USD)
Expedia
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 $153 per night (USD)Expedia
- From $140 per night (USD)
VRBO
GEORGEOUS HOME ONLY 3MILES AWAY FROM NOKOMIS BEACH
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Gorgeous lake view, newer 3 bedroom, 2 bath, plus den home in Calusa Park. Thoughtfully appointed with all of the furnis ...
From $140 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Crystal Sands Tower Unit 602 - 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 $463 per night (USD)Expedia
- From $250 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 $250 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Modern 3 Bedroom House Near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...
From $140 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Tiny House Amy - near the beach with Free wifi!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Amy was the first house to arrive at Tiny House Siesta. She is one of our smallest as she comfortably sleeps 3 people. S ...
From $128 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably & Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
It will be love at first sight with our tiny Blue Oasis; her cerulean color with bright white trim tells you you have ar ...
From $160 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located just over the bridge from Siesta Key and minutes away from Sarasota's thriving dining and arts districts, our su ...
From $125 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Lemon Cottage in Tranquil Olde Englewood!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Update after Hurricane Ian: The cottage is in perfect condition, thankfully, with no damage at all. We do have some work ...
From $158 per night (USD)Expedia
- From $350 per night (USD)
VRBO
4 Bedroom Beach House w/ Dock on Canal, West of 41, Less than 1mile to Casey Ke
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy a slice of Florida paradise for your large group at this beach house! Perfect for multiple families vacationing t ...
From $350 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Tiny House Sand Dollar - beachy tiny house living
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sand Dollar is our Amy model's "big" sister. She has a penthouse suite with an easy spiral staircase found privately on ...
From $241 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Newly Renovated 2/2 Home minutes to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our home is fully renovated with brand new furniture. With 2 bedrooms, 2 bathrooms, and 3 total beds, we can comfortably ...
From $284 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Tiny House Piña Colada- bright & beautiful near the beach with Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This Tiny House was built by Tumbleweed. Once you walk thru the door, you know you are at the beach. Eleanor has bright ...
From $150 per night (USD)Expedia
- From $140 per night (USD)
VRBO
Tiny Coral Oasis- Tiny House that sleeps 6 comfortably & Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
It will be love at first sight with our tiny Blue Oasis; her cerulean color with bright white trim tells you you have ar ...
From $140 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Ground Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks Located Next to Turtle Beach on the Southern End of Siesta Key ...
From $256 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Beach Front Condo On Siesta Key #1 Beach In The USA, With Gulf Views, Top Floor!
- 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 $440 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Red Lifeguard Stand - Living large in a Tiny House with FREE WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located just over the bridge from Siesta Key and minutes away from Sarasota's thriving dining and arts districts, our su ...
From $165 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Newly-Renovated Contemporary Home ~ Heated Pool ~ Close to S. Venice Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and enjoy our Lemon Tree House, pick up fresh lemons from our Lemon Tree ! Virtual Tour: https://www.youtube.com/e ...
From $259 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa ...
From $246 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Beachfront Sarasota Resort Condo w/Siesta Key View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sink your toes into Siesta Key's white sand beaches and swim in the crystal clear waters of the Gulf of Mexico during yo ...
From $189 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa ...
From $129 per night (USD)Expedia