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Sarasota Area Rentals

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From $102 per night (USD)
VRBO
Sarasota Sunshine Cottage #2 - Centrally Located close to beaches and downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fully Renovated house. This house can be rented alone or in conjunction with the house right next door. Perfect for rela ...
From $102 per night (USD)
VRBO
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Expedia
3 Bedroom Townhome 95650 by Houzlet
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
An outstanding home with 3 bedrooms (one set up as a den with a Murphy bed.). All new appliances. Spacious kitchen, dini ...
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Expedia
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Expedia
Walk to Downtown King bed
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Stay at our Burgundy walled apartment located one block from Downtown. It is PERFECTLY LOCATED one block from Main stree ...
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Expedia
$New Listing Updated Private Home, 1 Mile to Nokomis Beach, Fido OK, WiFi\/Smart TV, BBQ$
From $142 per night (USD)
Expedia
New Listing Updated Private Home, 1 Mile to Nokomis Beach, Fido OK, WiFi\/Smart TV, BBQ
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Listing of a newly furnished and updated private home located less than 1 mile (.9mile to be exact) from Nokomis Pub ...
From $142 per night (USD)
Expedia
From $206 per night (USD)
VRBO
New Listing on the 4th Fl, Bay/Pool Views, 2 Master King Suites, WiFi & Cable,Heated Pool, Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Harbor Towers Yacht & Racquet Club is a bayside complex on Siesta Key where you can enjoy spectacular sunrises right fro ...
From $206 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Anchorage 808 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Anchorage unit 808 on beautiful Siesta Key. We invite you to stay in our spacious 1,250 squ ...
From $214 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Venice Palms - Family Beach Fun!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Venice Palms! Cool place to hang out with family and enjoy short trips to the beach and everything you need a ...
From $228 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Charming 3 Bedroom Home with a Pool by Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be close downtown and lido/st armands circle / longboat key. 1.3 miles to Main Street in downtown Saras ...
From $242 per night (USD)
VRBO
$3br home on the water!\n\n$
From $125 per night (USD)
VRBO
3br home on the water!\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Relax at this peaceful, spacious waterfront Gulf access home with three bedrooms, two bathrooms, and a carport. This wat ...
From $125 per night (USD)
VRBO
$Newer 2022 Immaculate 4\/2.5 Townhome Lake View in Resort Style Community$
From $175 per night (USD)
VRBO
Newer 2022 Immaculate 4\/2.5 Townhome Lake View in Resort Style Community
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Newer Townhome in Grand Paradiso in Venice built in 2022. Resort lifestyle in a gated community with lots of amenities. ...
From $175 per night (USD)
VRBO
From $89 per night (USD)
VRBO
Waterfront, Tee Time in Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Tee Time in Paradise! This charming 2-bedroom, 2-bath first floor condo is located in the gorgeous community ...
From $89 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Beach Access, Siesta Key, Turtle Nest
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Turtle Nest! Nestled in the heart of Siesta Key, Florida, this exquisite 2-bedroom, 2-bathroom oceanfront con ...
From $216 per night (USD)
VRBO
From $84 per night (USD)
VRBO
Near Manasota Key Beach, Beach Heron
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Beach Heron! This delightful 2-bedroom, 1-bath single-level home is located just 3 miles from the world-famou ...
From $84 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Lake front, Private Pool, Golfing, After Dune Delight
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Location....Location....Location..... Time for outdoor paradise! The backyard in this beautifully remodeled 4-bedroom h ...
From $129 per night (USD)
VRBO
From $87 per night (USD)
VRBO
Near Siesta Key Beach, Whim Sea
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Whim Sea, in beautiful Sarasota, Florida! This inviting single-level home offers the perfect blend of comfort ...
From $87 per night (USD)
VRBO
From $88 per night (USD)
VRBO
Lido Key, walk to Beach, Lido Del Mare
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Lido Del Mare! Here is your chance to live and play on Lido Beach! This stunning 2-bedroom, 2-bath townhome, ...
From $88 per night (USD)
VRBO
From $99 per night (USD)
VRBO
Private Pool, Near Siesta Key Beach, Blue Dolphin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Blue Dolphin! This lovely 3-bedroom, 2-bathroom single-level private pool home is located in stunning Sarasot ...
From $99 per night (USD)
VRBO
$Cozy Sarasota Home w\/Pool, 10 mins to Siesta Key$
From $211 per night (USD)
VRBO
Cozy Sarasota Home w\/Pool, 10 mins to Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our home is perfectly located in Sarasota, with easy access to Siesta Key Beach, St Armands, Lido Beach, LBK & downtown ...
From $211 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Sunrise Tiny Home - New&Cozy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Located in the heart of Sarasota, the Sunrise tiny home offers large living and is anything but ordinary. One b ...
From $162 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Sunshine Tiny Home, Pinecraft
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Located in the heart of Sarasota, the Sunshine tiny home offers large living and is anything but ordinary. One ...
From $162 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Key Lime Tiny Home, New&Cozy
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Located in the heart of Sarasota, the Key Lime tiny home offers large living and is anything but ordinary. One ...
From $162 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Pinecraft Cottage Tiny Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Comfortable cottage in the heart of Sarasota. Close to Pinecraft, beaches, shops and restaurants. Great for a ...
From $125 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Hummingbird House, New & Cozy
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Located in the heart of Sarasota, the memorable Hummingbird tiny home is anything but ordinary. One bedroom wit ...
From $162 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Pinecraft Tiny Home 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Comfortable tiny home in the heart of Sarasota. Close to Pinecraft, beaches, shops and restaurants. Great for ...
From $146 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Coastal Paradise Condo Steps To Crescent Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to your exclusive coastal retreat! This 2-bedroom, 2-bathroom condo, mere steps from Crescent Beach, em ...
From $236 per night (USD)
VRBO
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Expedia
Siesta Key Beach | Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Kick back & relax in this calm, stylish space. You will love the tropical/boho vibes throughout the house, comfortable b ...
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Expedia
From $150 per night (USD)
VRBO
Updated, The Meadows, 1st Floor, Golf, Pool & Clubhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Golfer's Dream in The Meadows - a SkyRun Sarasota Property Welcome to your perfect vacation retreat in the heart ...
From $150 per night (USD)
VRBO
From $147 per night (USD)
VRBO
Relaxing Duplex by the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Fully remodeled duplex near the beach, about 5-8 mins drive. Two beds rooms and 2 bathrooms. Each room has a king size ...
From $147 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Stoneybrook Golf & Country Club - GROUND FLOOR, CORNER UNIT, GOLF VIEW.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
GROUND FLOOR, CORNER UNIT, GOLF VIEW, bright and cheerful meticulously cared for and tastefully TURNKEY FURNISHED condo ...
From $175 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Beautiful 3bedroom 2bath home in Venice Florida
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy staying in this beautiful 3bedroom 2 bath home in the heart of Venice Florida. Minutes from gulf beaches and downt ...
From $279 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Cozy home with private pool, patio, & home office - walk to the bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy Cottage by the Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $287 per night (USD)
VRBO
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Expedia
3 Bedroom house close to everything in Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Location, Location, Location! Minutes from top-rated, world-class Siesta Key Beach. This sparkling clean, centrally loca ...
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Expedia
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Expedia
Secret Garden ~Downtown, Beaches, Pinecraft, Airports Low cleaning fee~ Sleeps 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a rejuvenating cottage living experience at this centrally-located space. The interior rooms are spacious and comf ...
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Expedia
From $83 per night (USD)
Expedia
Cocoanut neighborhood, king bed
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy a 2 stylish experience at this centrally-located place that is a short bike ride or short walk to downtown Sarasot ...
From $83 per night (USD)
Expedia
From $181 per night (USD)
VRBO
Walk to hospital near the beach
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Experience the harmonious blend of Japandi aesthetics in our exquisite one-bedroom, one-bathroom apartment, conveniently ...
From $181 per night (USD)
VRBO
$Magnificent sunlit beach retreat with pool, grill, balcony, W\/D - close to water$
From $104 per night (USD)
Expedia
Magnificent sunlit beach retreat with pool, grill, balcony, W\/D - close to water
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Freesia at Seaside Gardens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $104 per night (USD)
Expedia
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VRBO
Scenic Getaway Home: 3BR 2Bath Minutes to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Discover Sunshine Paradise! Nestled in the sought-after community of Serranto East, this 3BR, 2 bath gem is you ...
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VRBO
$Ramblers River home\n$
From $110 per night (USD)
Expedia
Ramblers River home\n
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Reconnect with nature at this unforgettable escape. Ramblers River home has it all. Views, the River,drop your boat at t ...
From $110 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 6 Minutes to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our coastal chic, contemporary Sun Villa is situated in Sarasota’s charming downtown historic neighborhood of Laurel Par ...
From $168 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Contemporary Ranch, near Siesta Key & Donwtown SRQ
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in the serene neighborhood of South Gate, Siesta Key, our contemporary 3-bedroom, 2-bath oasis is the perfect bl ...
From $338 per night (USD)
Expedia
$Avanti Villa | Walk To Siesta Key Beach + Village, w\/ Rooftop Panoramic Views & Hot Tub!$
From $446 per night (USD)
VRBO
Avanti Villa | Walk To Siesta Key Beach + Village, w\/ Rooftop Panoramic Views & Hot Tub!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Welcome to Avanti Villa on Grand Canal, your premier 3-bedroom, 3-bathroom vacation rental nestled in the heart of Siest ...
From $446 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Serene Blue House by Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy amazing days in a cozy home in Sarasota in the State of Florida. With lovely rooms, an ocean-inspired art painting ...
From $162 per night (USD)
VRBO
$Sarasota Home w\/ Pool: 4 Mi to Siesta Key Beach!$
From $252 per night (USD)
VRBO
Sarasota Home w\/ Pool: 4 Mi to Siesta Key Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Book this sunny Sarasota vacation rental for your next coastal escape! With its beautiful outdoor living space and conve ...
From $252 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Private Yard, Dog-Friendly, Close to Beaches and Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Kadima Kottage - a SkyRun Sarasota Property **Please contact us directly for other length of stay options-The SkyRu ...
From $183 per night (USD)
Expedia
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Expedia
Great place to relax
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will love this charm place, close to the beaches The place it’s located on the quiet residence neighborhood, near b ...
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Expedia
From $100 per night (USD)
VRBO
Cute Studio near Siesta Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Keep it simple at this peaceful and centrally-located place 10 minutes from Siesta Key. Private entrance and Patio. Walk ...
From $100 per night (USD)
VRBO
From $145 per night (USD)
VRBO
Relaxing Cozy Villa Romana!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Have fun with the whole family at this cozy and very peaceful place. House has everything you need to enjoy your vacatio ...
From $145 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Cozy beach getaway! Close to Siesta Key Beach! Pet Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Quiet nice neighborhood. Very close to Siesta Key, shopping and restaurants. Close to I-75. Enjoy private fire pit and h ...
From $200 per night (USD)
Expedia
$Cozy big house w\/hot tub-20 min from #1 beach$
From $249 per night (USD)
VRBO
Cozy big house w\/hot tub-20 min from #1 beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
A lovely space to unwind and relax after a busy day at the beach or visiting places. Awake refreshed and ready for a day ...
From $249 per night (USD)
VRBO
From $274 per night (USD)
Expedia
The Beach Club at Siesta Key #206C Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $274 per night (USD)
Expedia
From $269 per night (USD)
VRBO
The Beach Club at Siesta Key #102C Resort by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $269 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Beautiful, Pet friendly home on canal. Great for fishing, kayaks & snowbirds
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
SNOWBIRDS WELCOME DEC- MAY Abigail's cottage snow birds welcome. All New. Pet friendly cottage on canal. Fishing, Kay ...
From $237 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Tropical vibes🏝: 1-bedroom place with a hot tub 🏝☀️
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Private entrance and outdoor area were you can enjoy the sun while you are in the hot tub!!Free parking space for 2 cars ...
From $140 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Modern Vacation Villa 4 miles to Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Modern Vacation Villa with Resort like amenities including a large heated pool, jacuzzi, barbecue area next to picturesq ...
From $155 per night (USD)
Expedia
From $161 per night (USD)
VRBO
Renovated condo near golf with on-site pool, hot tub, tennis, & private lanai
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Peaceful Pinecone Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $161 per night (USD)
VRBO
$Cozy studio \glamping\ shack 2 miles from Englewood Beach!$
From $75 per night (USD)
Expedia
Cozy studio \"glamping\" shack 2 miles from Englewood Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This little glamping shack offers a unique option for a visit to beautiful Englewood! Just 2 miles from Englewood Beach, ...
From $75 per night (USD)
Expedia
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VRBO
Cozy condo on the beach, downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
sun, air, and water are our best friends! Great location, great fishing, walking distance for downtown, many restaurants ...
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VRBO
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Expedia
Delightful Pool House Minutes to Siesta Key Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Great location in South Sarasota! Spacious and elegant 3 Bed/2 Bath Pool minutes from crystal sand and blue open water a ...
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Expedia
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VRBO
Downtown Home - 5 Min to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Come and enjoy a charming single-family 2-bedroom home in the heart of Sarasota Florida, with all new furnishings! You ...
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VRBO
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Expedia
House South Venice, a comfortable neighborhood home in the heart of Florida Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
sift the sands for shark teeth by The Fishing Pier, browse the shops of historic Venice, bike a local trail or two, tak ...
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Expedia
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Expedia
Super Rate drop on 3 BR condo on Longboat Key, FL for Jan & Feb
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Near Sarasota, Florida….. Our condo is located within SEAPLACE, a gated residential condominium community on Longboat Ke ...
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Expedia
$Beautiful 2BR\/2BA Home, only 7 miles to Siesta Key Beach, 55+ Gated community.$
From $109 per night (USD)
Expedia
Beautiful 2BR\/2BA Home, only 7 miles to Siesta Key Beach, 55+ Gated community.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2BR/2BA home located inside Camelot Lakes Village in Sarasota, Fl. A gated 55+ park located only 7 miles from ...
From $109 per night (USD)
Expedia
From $89 per night (USD)
VRBO
PLACE TO BE. we have everything you need
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This wonderful house is located less that a minute from healing Warm Mineral Springs. The magical springs, that people f ...
From $89 per night (USD)
VRBO
From $69 per night (USD)
Expedia
PLACE TO BE we have everything you need
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
This wonderful house is located less that a minute from healing Warm Mineral Springs. The magical springs, that people f ...
From $69 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Downtown Escape! All new! Cute Villa in Sarasota!
Bedrooms:
1
Bathrooms:
9
Sleeps:
3
Summary: Wow! Perfect for 2 or 3 people who like their own space & all the comforts of home away from home. Completely ...
From $266 per night (USD)
VRBO
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Expedia
Renovated and ready for your perfect beach getaway. Awesome location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for a high end, renovated home in a great location? This coastal 3 BR/2 Bath remodeled home is in a great neighb ...
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Expedia
From $198 per night (USD)
VRBO
Private Beach Access, Siesta Key, Gulf & Bay Bayside1273
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming Siesta Key one bedroom den/second bedroom, one bath vacation condo rental at Gulf & Bay Bayside. Master bedroom ...
From $198 per night (USD)
VRBO
From $227 per night (USD)
Expedia
2 Bedroom Condo on Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Are views top on your list? This is the ideal condo for the guest that loves a view! This 2 bedroom/2 bath is located o ...
From $227 per night (USD)
Expedia
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VRBO
Fully Updated, Modern Decor, Steps to Siesta Key Village and Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Terrace on Siesta - a SkyRun Sarasota Property Welcome to your vibrant and modern retreat on Siesta Key, wher ...
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VRBO
$Gulfview 4 Bedroom Luxury Condo 75 Steps to Beach \nMinutes to Siesta Key Village$
From $575 per night (USD)
Expedia
Gulfview 4 Bedroom Luxury Condo 75 Steps to Beach \nMinutes to Siesta Key Village
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Enjoy this luxury 4 bedroom, 3-1/2 bath condo with a Full Gulf view that is 75 steps from the world famous powdery quart ...
From $575 per night (USD)
Expedia
$Spacious Sarasota 5 BR Home w\/ Heated Pool & Spa$
From $175 per night (USD)
VRBO
Spacious Sarasota 5 BR Home w\/ Heated Pool & Spa
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Multifamily option, 5-bedroom + 3-bathroom house with heated pool and spa. The new exterior paint and landscaping create ...
From $175 per night (USD)
VRBO
From $75 per night (USD)
Expedia
Fishing pier on the Mayaka Rivera
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our stylish and cozy tiny home with enclosed lanai in Ramblers Rest along the Myakka River in picturesque Ven ...
From $75 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Playalido Unit #145 Vacation Home, Is Beach Complex A Few Steps-from Lido Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unit 145 is a recently remodeled 1 br/1ba apartment with a queen-sized bed, a living room with a sleeper futon, and a we ...
From $184 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Siesta Beach House- 8 minutes from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Immerse yourself in coastal living at our fully renovated, peaceful and stylish Sarasota beach house. This perfect retre ...
From $200 per night (USD)
VRBO
From $247 per night (USD)
VRBO
NEW! Kingston Cabana | Gorgeous Lido Key Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Experience coastal bliss & all the luxuries beach life has to offer when you stay in our ground floor Kingston ...
From $247 per night (USD)
VRBO
From $140 per night (USD)
VRBO
Charming country club condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to our charming Sarasota condo in the Meadows Country Club! Enjoy miles of trails, serene lakes, a country club p ...
From $140 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Wunderschöne 185 qm Wohnung auf Longboat Key Florida Direkt am Meer Sarasota Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Air-conditioned accommodations at Vrbo Property offer irons/ironing boards. Bathrooms include bathtubs or showers and ha ...
From $160 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Beautiful new pre-manufactured home in 55+ community. Many beautiful ammenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Beautiful open floor plan. Sliders to front porch. Carport entrance to laundry room, holds 2 cars. All new appliances in ...
From $179 per night (USD)
VRBO
$Larger 2Bed\/2Bath Condo Waterfront Sunsets Patio$
From $271 per night (USD)
VRBO
Larger 2Bed\/2Bath Condo Waterfront Sunsets Patio
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: One of the large floorplans over 1300 square feet! Escape to luxury at our stunning 2-bed, 2-bath condo. Enjo ...
From $271 per night (USD)
VRBO
From $108 per night (USD)
Expedia
BRAND NEW CORNER CONDO @ WELLEN GOLF & COUNTRY CLUB- VIEWS OF LAKE ON 10TH HOLE.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous and professionally decorated new corner unit with two bedroom/ two bath condo in the highly sought after Gated ...
From $108 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Modern Florida Home in quiet neighborhood. Close to everything.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Modern Florida Home- close to everything. All the gulf beaches in 30/45 min. Restaurant, shopping, water park, interstat ...
From $120 per night (USD)
VRBO
$BEAUTIFUL VILLA NEAR SIEATA KEY!! This coveted Community includes Pool\/Hot...$
From $182 per night (USD)
Expedia
BEAUTIFUL VILLA NEAR SIEATA KEY!! This coveted Community includes Pool\/Hot...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ready for a resort-style getaway? Look no further than this comfortable and nicely appointed two-bedroom, two-bath villa ...
From $182 per night (USD)
Expedia
$NEAR SIESTA KEY!!! Resort Style Villa with Community Pool\/Tennis\/ShuffleBoard...$
From $182 per night (USD)
VRBO
NEAR SIESTA KEY!!! Resort Style Villa with Community Pool\/Tennis\/ShuffleBoard...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This villa truly sounds like a slice of paradise! Nestled within the Village des Pins complex, it offers a tranquil gard ...
From $182 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Just a mintute walk to the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Clean and open! One minute walk to beach and a short drive to Venice Ave.. filled with shops, restaurants, bars and mu ...
From $275 per night (USD)
VRBO
From $196 per night (USD)
VRBO
Siesta Key #1 Beach, Overlooking Pool & Bay. Docks, Kayaks, PickleBall & Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Siesta Key #1 Beach, Ground floor unit overlooking Pool on So. Sarasota Bay. Docks Available, Kayaks/Paddleboards welc ...
From $196 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Inviting Sarasota Cottage: 5 Mi to Beach Access!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience charm and comfort at this cozy Sarasota vacation rental! Boasting a walkable location with easy access to din ...
From $136 per night (USD)
Expedia
$Breezy Bay\nRV Camper$
From $90 per night (USD)
VRBO
Breezy Bay\nRV Camper
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Breezy Bay has 2 bunks, a private master w/ Queen w/ add. sleeping when you break down the dinette. Full kit, 1 bath w/ ...
From $90 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Pool house 10 mins to Siesta Key #1 Bch
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This 2-bedroom, 2-bath home underwent a thoughtful and complete renovation in 2020 . An open concept layout and a true F ...
From $339 per night (USD)
VRBO
From $68 per night (USD)
VRBO
King Bed Walk to SMH Hospital
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
Across the street from Sarasota Memorial Hospital. Minutes from both downtown and Siesta Key Beach. The best, most centr ...
From $68 per night (USD)
VRBO
$Wellen Park Golf and Country Club, Coach Home 3\/2. Golf Unit, Garage + Golf Cart$
From $120 per night (USD)
VRBO
Wellen Park Golf and Country Club, Coach Home 3\/2. Golf Unit, Garage + Golf Cart
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New town home on a beautiful lake and nature preserve. Comes with a golf cart to quickly get you to all the amazing ame ...
From $120 per night (USD)
VRBO
From $171 per night (USD)
VRBO
Kingston Arms - Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Live the Island Lifestyle in this completely renovated 2 bed, 2 bath condo on Historic St. Armands Circle! Bordered by t ...
From $171 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Two-Level, Heated Pool, Trolley to Beach & Village
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Welcome to Bay Oaks C32! Beautifully furnished, 2-floor, 2 bedroom, 2.5 bathroom condo that feels like home. Centrally l ...
From $222 per night (USD)
Expedia
$Luxurious tropical home 3BD\/2BA modern amenities$
From $160 per night (USD)
VRBO
Luxurious tropical home 3BD\/2BA modern amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
WELCOME to our new tropical beach getaway home. A modern and luxurious place to stay that is perfect for group trips. Pr ...
From $160 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Cabana Pool side steps from beach access!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This 2 person cottage is perfect for couples traveling. With a 65" smart TV in the living room and fully equipped kitche ...
From $361 per night (USD)
VRBO
From $708 per night (USD)
VRBO
Beachy 3 bedroom 3 bath centrally located
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This centrally located 3 bedroom 3 bath house with pool stand right behind the Siesta Key Village! This means you are ju ...
From $708 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Anchorage 303 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $199 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Anchorage 503 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
66
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $214 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Nokomis Cottage walking distance to beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Family friendly cottage with tranquil yard. Enjoy time at the beach or picnic at the house. House includes a firepit, b ...
From $190 per night (USD)
Expedia
$New Listing! Rudy's Hideaway - Spacious Tropical with Private Pool. Near Siesta Key Beach\/Village.$
From $1022 per night (USD)
VRBO
New Listing! Rudy's Hideaway - Spacious Tropical with Private Pool. Near Siesta Key Beach\/Village.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
NEW LISTING! Rudy s Hideaway with a Private Pool near the Siesta Key Beach and Village! Get your comfort quiet and perso ...
From $1022 per night (USD)
VRBO
From $253 per night (USD)
Expedia
DIRECT INTRACOASTAL WATERWAY AT YOUR FOOTSTEPS!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Paradise Awaits You! This beautiful first floor end unit is private yet open facing the direct intracoastal waterway! Gl ...
From $253 per night (USD)
Expedia

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