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Sarasota Area Rentals

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From $148 per night (USD)
VRBO
DOWNTOWN SARASOTA COTTAGE HOUSE & POOL PET FRIENDLY
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on a quiet, residential, tree-lined street, my home is within minutes from miles of fine, white, soft sand beach ...
From $148 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Beach Condo near Lido Beach & on St. Armands Circle! Fully Equipped & Beautiful!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The location is perfect! Three-minute walk to the beach! Clear water, soft sand and beautiful sunsets are just a small p ...
From $186 per night (USD)
Expedia
From $961 per night (USD)
VRBO
Private Pool Home near Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This quiet two-bedroom, two-bathroom pool home is located in the established Gulf Gate Estates neighborhood and is just ...
From $961 per night (USD)
VRBO
$Relaxing Sunny Home in Quiet Area\/Enhanced Cleaning - 5Min. to Siesta Key Beach$
From $256 per night (USD)
Expedia
Relaxing Sunny Home in Quiet Area\/Enhanced Cleaning - 5Min. to Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to enjoy a relaxing stay in a very clean and tidy, vacation-decorated home, tucked away in a quiet, peacef ...
From $256 per night (USD)
Expedia
$🐟🎣☀️🌊3 Palms Inn- 2\/3 bedroom heated pool house! No damage we have power!$
From $342 per night (USD)
VRBO
🐟🎣☀️🌊3 Palms Inn- 2\/3 bedroom heated pool house! No damage we have power!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
We are also the hosts for VRBO listing #1718910. We are experience host with great reviews. We have decided to add anoth ...
From $342 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Townhouse within Gran Paradiso close to Beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to our coastal inspired townhouse featuring 3 bedrooms and 2.5 bathrooms. The home can sleep 9-10 people comfort ...
From $198 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Luxury and elegance in Venice
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your luxurious, cozy, and relaxing, three bedroom, two bathroom, fully heated pool home in beautiful Venice, ...
From $378 per night (USD)
VRBO
From $1081 per night (USD)
Expedia
Casa Van Lopik(Jardin)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This is Casa Van Lopik, a Gertrude Rentals property! Leave the car behind! Large 3BR home perfectly located steps to th ...
From $1081 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Anchorage 310 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 $365 per night (USD)
VRBO
$Lovely 2\/2 House Sapphire Shores near the Bay$
From $386 per night (USD)
Expedia
Lovely 2\/2 House Sapphire Shores near the Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming 2 bed/ 2 bath house is 1,767 Sq Ft with a fenced yard, located on Stevens Drive, next to the bay and the f ...
From $386 per night (USD)
Expedia
From $473 per night (USD)
VRBO
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining & Entertainment of Village!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is The Siesta Key Village Studio Apartment, a Gertrude Rentals property! No car required! Enviable location at the ...
From $473 per night (USD)
VRBO
From $289 per night (USD)
Expedia
☆ KING Bed in Master • 1st Floor • Heated Pool • ¼ mile walk to Siesta Key ☆
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to the sugary sands of Siesta Key, just one-quarter mile from this well-appointed and stylish vacation condo! It ...
From $289 per night (USD)
Expedia
Click For Pricing
VRBO
Sunsets at Gulf of Mexico
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Location, location, location 1 block to the beach, 3 blocks to restaurants and shopping Venice inlet, Sharkey's at the p ...
Click For Pricing
VRBO
From $893 per night (USD)
Expedia
Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This is Casa Van Lopik, a Gertrude Rentals property! Leave the car behind! Large 3BR home perfectly located steps to th ...
From $893 per night (USD)
Expedia
From $295 per night (USD)
VRBO
2-3 bedroom vacation home just 5 minutes drive to Manasota Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No Storm Damage-Property was not touched by the recent hurricanes! “Pool Villa by the Beach” located in South Venice - ...
From $295 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
“GEM” at Barefoot Bungalows is a 2 bedroom, 1 bath, fully furnished villa just minute walk to the beach! This 1945 Tripl ...
From $315 per night (USD)
Expedia
Click For Pricing
VRBO
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
If you're looking to enjoy the coastal charms of Florida, it's tough to beat this cottage right across from the beach. T ...
Click For Pricing
VRBO
From $293 per night (USD)
Expedia
Beautiful Villa in Private Resort-Style Community
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This spacious 2-bed/2-bath corner villa has 1,350 sq. ft. of fully tiled living space, attached garage and screened-in l ...
From $293 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Beautiful home with huge backyard close to siesta key beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Great open space with 2 master bedrooms, a bedroom with a triple bunk, and one loft bedroom. A dedicated office/work spa ...
From $358 per night (USD)
VRBO
From $309 per night (USD)
Expedia
1st Floor Private Beach Access, Canal & Boat Dock Views Unaffected by Hurricane, Ready to Book!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Midnight Cove by the Docks on the intracoastal waterway is a new listing and ready for you! We have everything you need ...
From $309 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Tiny House Margarita - Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This Tiny House began its life in our home state of Pennsylvania. Originally, it was meant to be a vacation home in the ...
From $202 per night (USD)
VRBO
Click For Pricing
Expedia
Castel Del Mare Condo for rent
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Sarasota vacation condo is located in Castel Del Mare Condominum Complex, on the intercoastal waterway between Sarasota ...
Click For Pricing
Expedia
From $165 per night (USD)
VRBO
Cozy Home away from Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**Special discount for anyone with post Helene housing needs. ** Private house, with Florida charm. Waking distance to s ...
From $165 per night (USD)
VRBO
From $1080 per night (USD)
Expedia
6th floor high above it all. Oceanfront NEW remodel NEW Furniture
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Oceanfront on Siesta Key BEACH! If your Total remodel and professionally Decorated with new furniture, artwork and MORE ...
From $1080 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Pre furnished 3 bed 2 bath house nearby the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The recently remodeled house comes pre furnished with kitchen appliances including a washer and dryer, wireless internet ...
From $223 per night (USD)
VRBO
From $231 per night (USD)
Expedia
2BR Beachfront Condo at Beachplace 9-502 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly renovated with an expectation of completion end of November 2024. Renovation will include an updated kitchen, new ...
From $231 per night (USD)
Expedia
$Beachview 2 BR \/ 2 BA Beachplace condo by FVC$
From $316 per night (USD)
VRBO
Beachview 2 BR \/ 2 BA Beachplace condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, Beachplace is a wonderful community known for its beautifully manicured grounds, outs ...
From $316 per night (USD)
VRBO
$Warm and Inviting pet-friendly 2BR\/2BA in Idyllic Bay Front Neighborhood$
From $241 per night (USD)
VRBO
Warm and Inviting pet-friendly 2BR\/2BA in Idyllic Bay Front Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful late 70's home with primary bedroom suite and bath, and guest bedroom with adjacent bathroom. Large fenced ya ...
From $241 per night (USD)
VRBO
From $204 per night (USD)
VRBO
Sarasota Downtown Apartment!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses, and of course the #1 Beach in the ...
From $204 per night (USD)
VRBO
From $1372 per night (USD)
Expedia
Siesta Key Old Florida Estate
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Magical, with in a Tree filled almost 2 acres on the bay sits Your Retreat, Your paradise includes a 3 bedroom 2 bath o ...
From $1372 per night (USD)
Expedia
Click For Pricing
VRBO
NEW! Nokomis Seasonal Rental Jan-Mar
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
JUST LISTED! Mothly Rentals. Currently Available May-Oct Amazing Private 1000 Sq.Ft, One Bedroom Apartment . 1 Mile ...
Click For Pricing
VRBO
$Perfect Location. Roof Top Deck. Gulf Views. Heated Pool\/Spa w\/ Rain Curtain$
From $2039 per night (USD)
Expedia
Perfect Location. Roof Top Deck. Gulf Views. Heated Pool\/Spa w\/ Rain Curtain
Bedrooms:
7
Bathrooms:
6
Sleeps:
18
Blue Paradise by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Blue Paradise - a six-bed ...
From $2039 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1020
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1020. A stones throw from the Siesta Key bea ...
From $347 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Perfect 3 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1010
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
5 Star Villa Holidays is proud to present Siesta Key Apartment 1010. Make Siesta Key your summer destinatio ...
From $450 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1014
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Star Villa Holidays is proud to present Siesta Key Apartment 1014. Your dream vacation awaits you inside t ...
From $335 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Rent the Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1031
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Star Villa Holidays is proud to present Siesta Key Apartment 1031. Let adventure take the front seat as yo ...
From $330 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Rent the Perfect 3 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1022
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1022. Your dreams of a luxurious vacation hav ...
From $580 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Water view from the lanai! Siesta Key Vacation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
With an impressive lobby as well as spacious common areas and corridors, "The Towers" is now a wonderful multi-use compl ...
From $295 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Beautiful Apartment with first class amenities on The Anchorage, Siesta Key Apartment 1006
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1006. Welcome to this 2 bedroom 2 bathroom va ...
From $354 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Luxury Contemporary Style Apartment on The Anchorage, Siesta Key Apartment 1001
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1001. Setting your travel sights on scenic Sie ...
From $355 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Rent the Perfect 2 Bedroom Condo on The Anchorage, Siesta Key Condo 1002
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Condo 1002. If you’re the type of traveler that can’t w ...
From $333 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1025
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Star Villa Holidays is proud to present Siesta Key Apartment 1025. Your vacation begins as soon as you ste ...
From $344 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Luxury Private Condo on The Anchorage, Siesta Key Condo 1024
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Condo 1024. In quaint Siesta Key you’ll find gorgeous b ...
From $353 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Rent the Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1016
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1016. Warm natural light fills this home maki ...
From $400 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Luxury 5 Star Apartment on The Anchorage, Siesta Key Apartment 1018
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1018. Bask in the ambiance of a true home whe ...
From $349 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Beautiful Apartment with first class amenities on The Anchorage, Siesta Key Apartment 1019
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1019. Welcome to this pristine 2 bedroom, 2 b ...
From $358 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Rent this Luxury 5 Star Apartment on The Anchorage, Siesta Key Apartment 1008
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1008. Bright colors and warm neutrals fill th ...
From $331 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Rent the Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1009
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1009. Just steps from the water and minutes f ...
From $321 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Charming bungalow- 2 miles from Siesta Key Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our charming midcentury Florida house in Sarasota! Conveniently located just 2 miles from Siesta Key beach, t ...
From $208 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Cozy retreat, heated salt water pool, centrally located, minutes to everything!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This Sarasota Bungalow retreat is a 3bd 2bth home with a heated salt water pool. Centrally located and near everything S ...
From $419 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Gulf Front Condo with Vews of the Gulf & Bay at Fishermans Haven. Private Beach, Heated Pool, Gated.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Luxurious Gulf Front condo with stunning views of the Gulf and the Bay! Private Beach, Fish on the Bay! Luxurious 6th f ...
From $183 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Beachplace 7-102 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Beachplace 7-102, a nicely decorated two-bedroom, two-bath unit at Beachplace that includes direct, private w ...
From $267 per night (USD)
Expedia
From $1107 per night (USD)
VRBO
Private Gated Home in Siesta Village, Heated Pool & Pool Table - The Hideaway
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
The Hideaway by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Properties ...
From $1107 per night (USD)
VRBO
From $463 per night (USD)
Expedia
12+ guest, King beds, Golf Course views in backyard, Family Hotspot, Near Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This newly furnished home is in the perfect location for your next family vacation. It's located in a quite neighborhood ...
From $463 per night (USD)
Expedia
$4bd\/3bth Renovation With Heated Pool near Downtown$
From $506 per night (USD)
VRBO
4bd\/3bth Renovation With Heated Pool near Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful renovation, great for people who want a large house to spend evenings at the pool with dining area and drill! ...
From $506 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
<p>Close to sailing, windsurfing, and more, this pet-friendly apartment brings it all within reach. With the property's ...
From $132 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Amazing Renovated Studio in Sarasota!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 bed room, 1 bathroom, private entrance, wifi access, beautiful pool view, very close to restaurants and shopping cente ...
From $135 per night (USD)
VRBO
$Waterfront\/Pool mins to Siesta Key Beach-paddle to private beach - bikes\/SUPs$
From $376 per night (USD)
Expedia
Waterfront\/Pool mins to Siesta Key Beach-paddle to private beach - bikes\/SUPs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
NO DAMAGE FROM HURRICANE - WATERFRONT PROPERTY - Everything you need for a vacation or short term stay on Siesta Key is ...
From $376 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Cute home, close to beaches. Fishing equipment, golf clubs, bicycles supplied.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This large & spacious home is a great base for visiting the Venice area. Formal living room & dining room plus family ro ...
From $172 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Beautiful newly renovated Condo across the street from Lido beach - Just listed
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful 2 bedroom condo located on Lido Key (Sarasota). Enjoy beautiful walks, the beach and the nice pool/hot tub on- ...
From $150 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Gulf front, 3rd floor, 2 bdr- A302 gorgeous view!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This colorful and well cared for unit has a new owner! The view from your lanai will include sunset and will be magnifi ...
From $347 per night (USD)
VRBO
Click For Pricing
Expedia
Ground floor Lake view 2 bed 2 bath Pool tennis Pickle ball Gated community
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Extensively remodeled ground floor condo in a gated community just 6 miles from the number 1 beach in the USA Lake views ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Ground floor lake view heated pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ground floor in a gated community 2 bedrooms 2 bathrooms Extensive remodel Heated pool Tennis and pickle ball Club h ...
Click For Pricing
VRBO
From $475 per night (USD)
Expedia
The Palm Bay club Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to b ...
From $475 per night (USD)
Expedia
From $808 per night (USD)
VRBO
Crystal Sands Tower Unit 1109 - Beachfront
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Unique... Highly desirable 4 bedroom unit in Crystal Sands on Siesta Key. Very rare 4 bedroom beachfront condo with a d ...
From $808 per night (USD)
VRBO
$Endless Views | Walking Distance To Siesta Key Beach + Village w\/ Rooftop Panoramic Views!$
From $764 per night (USD)
Expedia
Endless Views | Walking Distance To Siesta Key Beach + Village w\/ Rooftop Panoramic Views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Endless Views, a luxurious 3 bedroom 3 bathroom vacation rental duplex located in the heart of Siesta Key, Fl ...
From $764 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Updated,Sunny Cottage🌴near famous beaches🏝half mile to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Relaxing and charming 3 bedrooms, 2 bathrooms cottage walking distance /half mile/ to Main steet, Downtown, parks, resta ...
From $224 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Grand Villa with Pool in Venice, FL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Dramatic two-story Tuscan-style villa in the heart of South Venice. You'll love the tall ceilings, stained glass window ...
From $240 per night (USD)
Expedia
$Artistic Boho Bungalow W\/ Pool Near Water & SRQ$
From $829 per night (USD)
VRBO
Artistic Boho Bungalow W\/ Pool Near Water & SRQ
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Bohemian Bungalow! Spiritual Oasis! This is the perfect location for those who have a flair for the heal ...
From $829 per night (USD)
VRBO
Click For Pricing
Expedia
Contemporary Coastal Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The cool and calming coastal feel of this mid-century modern home will set the scene for your next relaxing vacation her ...
Click For Pricing
Expedia
$$185 Pool\/Gulf Views, Beach Front, 2nd Fl, Tennis, Renovated Unaffected by Hurricane, Ready to Book$
From $434 per night (USD)
VRBO
$185 Pool\/Gulf Views, Beach Front, 2nd Fl, Tennis, Renovated Unaffected by Hurricane, Ready to Book
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NEWLY RENOVATED & GORGEOUS CONDO!!....Siesta Breakers Beach Resort on Siesta Key is a GREAT choice for your Florida Beac ...
From $434 per night (USD)
VRBO
From $2279 per night (USD)
Expedia
Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!
Bedrooms:
9
Bathrooms:
10
Sleeps:
24
Point Break by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Properties - Th ...
From $2279 per night (USD)
Expedia
From $605 per night (USD)
VRBO
No Damage! Private Gulf Beach, Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Charming Private Beach in one of the last remaining “Old Florida” regions of the Gulf Coast on North Manasota Key at th ...
From $605 per night (USD)
VRBO
$Bali Hai House | Luxury Waterfront Home on Siesta Key w\/ Large Private Heated Pool & Outdoor Patio!$
From $2167 per night (USD)
Expedia
Bali Hai House | Luxury Waterfront Home on Siesta Key w\/ Large Private Heated Pool & Outdoor Patio!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to Bali Hai House, a stunning waterfront home located on the tropical island of Siesta Key. This exceptional prop ...
From $2167 per night (USD)
Expedia
$Lido Beach Ocean View\/POOL Sarasota Beachfront OFF SEASON RATES$
From $139 per night (USD)
VRBO
Lido Beach Ocean View\/POOL Sarasota Beachfront OFF SEASON RATES
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Lido Beach Spectacular Ocean View. St. Armands Circle. Close to many shops, resTaurants and entertainment. Deluxe unit ...
From $139 per night (USD)
VRBO
Click For Pricing
Expedia
☆Sea Turtle Bungalow☆ Private Entry and Kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Newly remodeled, spacious bedroom/living room/bath with private entrance. Comfortable queen bed, high-speed internet, re ...
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Expedia
From $171 per night (USD)
VRBO
14th floor condo heart of city ,overlooking bay .Available 3months or yearly !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It’s a beautiful 2 BR, 1 Bath corner unit with 270 degree view of the bay as well as city with one allocated parking o ...
From $171 per night (USD)
VRBO
$Walk to Beach | Htd Pools | Lanai | Tennis\/Pickleball | Gym Unaffected by Hurricane, Ready to Book$
From $587 per night (USD)
Expedia
Walk to Beach | Htd Pools | Lanai | Tennis\/Pickleball | Gym Unaffected by Hurricane, Ready to Book
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This stunning second-story, 3-bedroom townhome in Siesta Bayside offers the perfect combination of luxury, comfort, and ...
From $587 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Quaint Historic Apartment in Walkable Downtown #5
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $313 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Studio Apartment, Safe & Walkable area, Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Super cute, secure and private in downtown Sarasota. Queen sized bed and sofa with private bathroom/shower. Located abov ...
From $205 per night (USD)
Expedia
$2 Bed w\/ Private Pool on Canal\/Cul-de-sac, minutes from the Beach, Dog friendly$
From $231 per night (USD)
VRBO
2 Bed w\/ Private Pool on Canal\/Cul-de-sac, minutes from the Beach, Dog friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This home is bright, open, airy, and clean - the perfect place to relax and unwind. The location is just 2.5 miles from ...
From $231 per night (USD)
VRBO
$Isla Amor | Waterfront Home on Siesta Key w\/ Private Heated Pool, Fire Pit, Walk to Beach!$
From $756 per night (USD)
Expedia
Isla Amor | Waterfront Home on Siesta Key w\/ Private Heated Pool, Fire Pit, Walk to Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Welcome to Isla Amor, a tropical paradise nestled in the prestigious neighborhood of Palm Island on Siesta Key. This lux ...
From $756 per night (USD)
Expedia
$Salty Breeze Home w\/ Guest Suite, Heated Enclosed Salt Pool\/Spa$
From $493 per night (USD)
VRBO
Salty Breeze Home w\/ Guest Suite, Heated Enclosed Salt Pool\/Spa
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
This home is a spacious 4 bedroom/3 bath haven. It is complete with an enclosed, heated pool for the kids to play in an ...
From $493 per night (USD)
VRBO
$Spacious Vacation Rental in Sarasota \/ Private Pool \/ Game Room with Pool Table$
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Expedia
Spacious Vacation Rental in Sarasota \/ Private Pool \/ Game Room with Pool Table
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Experience elegance and space in this expansive home featuring a lavish 8' deep heated pool and an exciting game room wi ...
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Expedia
$\The Sandpiper\ Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people$
From $270 per night (USD)
VRBO
\"The Sandpiper\" Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This home comes as a deluxe package with a heated pool for the kids to play in and a heated, jetted spa for the adults t ...
From $270 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and fa ...
From $242 per night (USD)
Expedia
$\Discover Your Coastal Oasis in Longboat Key, FL\ and St. Armands Area$
From $332 per night (USD)
VRBO
\"Discover Your Coastal Oasis in Longboat Key, FL\" and St. Armands Area
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stunning one bedroom one bath unit with just a short walk to Longboat Key Beach(Across the Street). Come enjoy beautiful ...
From $332 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Waterfront Villa Manatee on Warm Mineral Springs *Pool *Deck
Bedrooms:
3
Bathrooms:
2
Sleeps:
3
Very private, peaceful and quiet natural setting. Relax while listening to singing birds or watch the wild-life includin ...
From $158 per night (USD)
Expedia
$Perfect Local In Village,1 1\/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun$
From $295 per night (USD)
VRBO
Perfect Local In Village,1 1\/2 Block From #1 Beach In USA, Pool, Wifi, Sun & Fun
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Happy Clam is currently in the middle of a significant makeover and upgrade courtesy of hurricane Helene. We are hoping ...
From $295 per night (USD)
VRBO
$Upscale Venice Villa w\/ Lanai on Golf Course$
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Expedia
Upscale Venice Villa w\/ Lanai on Golf Course
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Calling all snowbirds and golf enthusiasts! If you’re looking to escape cold winters, the perfect getaway awaits at this ...
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Expedia
From $293 per night (USD)
VRBO
Siesta Key 2 Bedroom Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Perfect little condo on siesta key, home of the #1 rated beach in the USA. Just minutes from the beaches and great rest ...
From $293 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Sunny and Private Coquina Cottage, Nokomis Beach 2 mins to Gulf beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Available for late Summer 2022 and fall 2022. Our remodeled and chic beach cottage is close to Casey Key Public Beach (3 ...
From $166 per night (USD)
Expedia
$🏝Tropical, Private, Gated Home w\/ pool Short Walk to St Armands & Lido & LBK🏖$
From $731 per night (USD)
VRBO
🏝Tropical, Private, Gated Home w\/ pool Short Walk to St Armands & Lido & LBK🏖
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Lido Key is located off the coast of downtown Sarasota and directly across the cascading Ringing Causeway. Sarasota's no ...
From $731 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Completely remodeled Siesta Key 2 bedroom 1 bath Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2 Bedroom, One Bath Condo is just steps to the white, powered sugar sand of Siesta Key. We have easy access to Sies ...
From $373 per night (USD)
Expedia
From $1502 per night (USD)
VRBO
Casa Tranquila - Private Patios, Beach, Village, 100 steps to Best Views on Siesta Key!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This is Casa Tranquila, a Gertrude Rentals property steps to the Siesta Key Beach and Village! Leave the car behind at t ...
From $1502 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Siesta Key # Beach Oasis with special summer rates!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Now with private Wifi. This One Bedroom, One Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. H ...
From $249 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Lido Beach Corner of Beach and St. Armand Circle B
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Perfect Beach Location. Right across from Lido Beach and immediatly next to St. Armands Circle. Walk to the many resta ...
From $131 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Vacation rental home in Englewood / South Venice, Florida. The house is literally a short walk from the beach. It was co ...
From $629 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Heart of St. Armands! Walk to Lido Beach, Cable
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Hurricane Update: pool area is not available. Simply paradise. We're located in the highly desirable Kingston Arms compl ...
From $393 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Lido Beach and St. Armand's Circle at your Footsteps.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Sarasota Certificate of Registration # VR22-00027 Minimum 7 night stay Beautiful, roomy, sunny 2BR, 2 BA old style flori ...
From $267 per night (USD)
Expedia

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