Sarasota Area Rentals
- From $431 per night (USD)
VRBO
Large Siesta Key Home On Water With Pool\/Spa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This waterfront retreat sits on canal water on a lot of pure luxury; where you can enjoy sunsets from your own private p ...
From $431 per night (USD)VRBO
- From $445 per night (USD)
Expedia
Palm Bay Club!!! Bay to Beach!!! MOST DESIRABLE COMPLEX ON SIESTA KEY!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds whitest and softest sand. This complex s ...
From $445 per night (USD)Expedia
- From $135 per night (USD)
VRBO
Wonderful Home with Heated Pool near Beaches and Shamrock Park free wifi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Located a block from Shamrock Park and close to 4 different beaches, you'll enjoy this completely updated 2/2/1 heated p ...
From $135 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Private 2 Bedroom 1 bathroom house. It has a private pool and SPA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located just 10 minutes away from Nokomis beach at Casey Key, and 5 minutes to the Oscar Scherer State Park. You have e ...
From $176 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Lovely Condo with View of Lido beach and walking distance to St Armand's Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully renovated 2 bedroom, 2 bath, End unit in the highly sought after Lido Shores Condominium. The spacious and ...
From $200 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Sarasota Show House Executive Luxury Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive ...
From $214 per night (USD)Expedia
- From $165 per night (USD)
VRBO
View Siesta Key Beach from balcony! LOCATION!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
3 MONTH MINIMUM DURING peak time JANUARY - APRIL only....... LOCATION, LOCATION, LOCATION! Spacious, updated 2BR 2BA co ...
From $165 per night (USD)VRBO
- From $114 per night (USD)
Expedia
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 $114 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Stylish, Waterfront Condo w\/ Shared Pools, Private Beach, Free WiFi, Central A\/C
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Siesta Key Serenity 308 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $240 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Private Pool Home near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This quiet two-bedroom, two-bathroom pool home is located in the established Gulf Gate Estates neighborhood and is just ...
From $274 per night (USD)Expedia
- From $149 per night (USD)
VRBO
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 $149 per night (USD)VRBO
- From $179 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 $179 per night (USD)Expedia
- From $156 per night (USD)
VRBO
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 $156 per night (USD)VRBO
- From $369 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 $369 per night (USD)VRBO
- From $1122 per night (USD)
VRBO
Casa Van Lopik(Jardin)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Casa Van Lopik (Jardin) - Large Bohemian with Tiki-Bar, Balcony, and Tropical Patio in Village just 250 steps Siesta's T ...
From $1122 per night (USD)VRBO
- From $258 per night (USD)
Expedia
🎣🎏🏝 🌴🏖☀️🐟3 Palms Inn- 2\/3 bedroom heated pool house with Tiki bar!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $258 per night (USD)Expedia
- From $199 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 $199 per night (USD)VRBO
- From $185 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 $185 per night (USD)Expedia
- From $360 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 $360 per night (USD)VRBO
- From $228 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 $228 per night (USD)Expedia
- Click For Pricing
VRBO
Sunsets at Gulf of Mexico
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 PricingVRBO
- From $218 per night (USD)
Expedia
Book your Florida escape! Heated POOL-beach chairs-bikes-kayaks-5 min to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
“Pool Villa by the Beach” located in South Venice - a recently remodeled home that's less than 2 miles to the famous Ma ...
From $218 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $269 per night (USD)VRBO
- From $143 per night (USD)
Expedia
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 ...
From $143 per night (USD)Expedia
- From $250 per night (USD)
VRBO
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 $250 per night (USD)VRBO
- From $821 per night (USD)
Expedia
Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Casa Van Lopik (Canal) - Large Bohemian with Tiki-Bar, Balconies, and Tropical Patio in Village just 250 steps Siesta's ...
From $821 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Siesta Key Bungalow Tortuga- Waterview, Queen unit, Pool Private Patio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This Gertrude Rentals property is an “On the Water” Bungalow is nestled in mangroves, on Siesta Keys' exclusive Heron La ...
From $335 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Siesta Key Bungalow Ringling - Queen unit at a Waterfront with Pool, nestled in Mangroves!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This Gertrude Rentals property is an "On the Water" Bungalow is nestled in mangroves, with Pool on Siesta Keys' exclusiv ...
From $399 per night (USD)Expedia
- From $275 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 $275 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Exquisite Private Estate,Heated Pool and Hot Tub ,Minute to few beaches.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Luxury home,private heated Pool & Jacuzzi,fishing pier,excellent fishing,free 5G Wifi,3/BR, 2/Bath,Living room,Dining ro ...
From $500 per night (USD)VRBO
- From $191 per night (USD)
VRBO
Private Beach Access Gate, Canal & Boat Dock Views
- 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 $191 per night (USD)VRBO
- From $166 per night (USD)
Expedia
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 $166 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $129 per night (USD)
VRBO
Cozy Home away from Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Private house, with Florida charm. Waking distance to stores. 2 bedrooms, 2 baths, walk in shower in the master bath. Th ...
From $129 per night (USD)VRBO
- From $890 per night (USD)
VRBO
On the BEACH - Oceanfront NEW remodel NEW Furniture
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Oceanfront on BEACH Siesta Key. Total remodel and professionally Decorated with new furniture pictures and MORE! Fresh ...
From $890 per night (USD)VRBO
- From $188 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 $188 per night (USD)VRBO
- From $181 per night (USD)
VRBO
Beachviews at Beachplace 2brm by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Managed by Florida Vacation Connection, this 2brm beachfront condo offers a casual retreat from which to view the beach ...
From $181 per night (USD)VRBO
- From $116 per night (USD)
VRBO
Beachview 2 BR \/ 2 BA Beachplace condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom, 4th floor west facing condo with beach views offered by Florida Vacation Connection. Ceramic tile flooring in ...
From $116 per night (USD)VRBO
- From $165 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 $165 per night (USD)VRBO
- From $778 per night (USD)
Expedia
Siesta Key Bungalow - 3BR \"Pool-Side\"
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
"A Gertrude Rentals listing, includes “three” 1BR units situated pool and lagoon-side at Siesta Key Bungalows. Located o ...
From $778 per night (USD)Expedia
- From $778 per night (USD)
VRBO
Siesta Key Bungalow - 3BR \"East\"
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
This Gertrude Rentals listing includes “three” side by side 1BR units with private patios at The Siesta Key Bungalows, a ...
From $778 per night (USD)VRBO
- From $896 per night (USD)
Expedia
Siesta Key Old Florida Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $896 per night (USD)Expedia
- From $220 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 $220 per night (USD)VRBO
- From $298 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 $298 per night (USD)Expedia
- From $165 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 $165 per night (USD)VRBO
- From $222 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 $222 per night (USD)Expedia
- From $398 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 $398 per night (USD)VRBO
- From $184 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 $184 per night (USD)Expedia
- From $213 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 $213 per night (USD)VRBO
- From $237 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 $237 per night (USD)Expedia
- From $202 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 $202 per night (USD)VRBO
- From $238 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 $238 per night (USD)Expedia
- From $225 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 $225 per night (USD)VRBO
- From $225 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 $225 per night (USD)Expedia
- From $214 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 $214 per night (USD)VRBO
- From $214 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 $214 per night (USD)Expedia
- From $195 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 $195 per night (USD)VRBO
- From $214 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 $214 per night (USD)Expedia
- From $409 per night (USD)
VRBO
Siesta Key Bungalow - I - King-unit at a Waterfront with Pool, nestled in Mangroves!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Siesta Key Bungalow - I - King-unit at a Waterfront with Pool, nestled in Mangroves! This Gertrude Rentals property is ...
From $409 per night (USD)VRBO
- From $269 per night (USD)
VRBO
Warm and Inviting pet-friendly 2BR\/2BA in Idyllic Bay Front Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful late 70's home with primary bedroom suite and bath, and guest bedroom with adjacent bathroom. Large fenced ya ...
From $269 per night (USD)VRBO
- 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 PricingVRBO
- From $1454 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 $1454 per night (USD)Expedia
- From $149 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 $149 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Cozy retreat, heated salt water pool, centrally located, minutes to everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Sarasota Bungalow retreat is a 3bd 2bth home with a heated salt water pool. Centrally located and near everything S ...
From $357 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Gulf Front Condo with Vews of the Gulf & Bay at Fishermans Haven. Private Beach, Heated Pool, Gated.
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $146 per night (USD)VRBO
- From $119 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 $119 per night (USD)Expedia
- From $905 per night (USD)
VRBO
Private Home-Gated Access. In Siesta Village. Heated Pool. Pool Table
- 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 $905 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Lovely apartment 5 minutes to the beach, restaurants, shopping and services
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Close to sailing, windsurfing, and more, this pet-friendly apartment brings it all within reach. With the property's ...
From $140 per night (USD)Expedia
- From $120 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 $120 per night (USD)VRBO
- From $314 per night (USD)
Expedia
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 $314 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Waterfront\/Pool mins to Siesta Key Beach-paddle to private beach - bikes\/SUPs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
WATERFRONT PROPERTY - Everything you need for a vacation or short term stay on Siesta Key is INCLUDED. Bikes, paddle ...
From $319 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Cute Vacation home, with close access to beaches, shopping and restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This large and spacious home is a great base for visiting the Venice area. Formal living room and dining room plus famil ...
From $129 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Beautiful newly renovated Condo across the street from Lido beach - Just listed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful location Lido Key (Sarasota) - enjoy beautiful walks, the beach, great restaurants and sunsets ! Just listed a ...
From $215 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Gulf front, 3rd floor, 2 bdr- A302 gorgeous view!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $292 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
Expedia
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 ...
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- From $281 per night (USD)
VRBO
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 $281 per night (USD)VRBO
- From $649 per night (USD)
Expedia
Crystal Sands Tower Unit 1109 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Unique... Highly desirable 4 bedroom unit in Crystal Sands on Siesta Key. Very rare 4 bedroom beachfront condo with a d ...
From $649 per night (USD)Expedia
- From $457 per night (USD)
VRBO
Endless Views | Walking Distance To Siesta Key Beach + Village w\/ Rooftop Panoramic Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Endless Views, a luxurious 3 bedroom 3 bathroom vacation rental located in the heart of Siesta Key, Florida. ...
From $457 per night (USD)VRBO
- From $225 per night (USD)
Expedia
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 $225 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Grand Villa with Pool in Venice, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dramatic two-story Tuscan-style villa in the heart of South Venice. You'll love the tall ceilings, stained glass window ...
From $200 per night (USD)VRBO
- From $477 per night (USD)
Expedia
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 $477 per night (USD)Expedia
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Expedia
Sarasota Vacation Rental, 2 Bedroom, 2 Bathroom Condo. Walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful updated 2 bed, 2 bath condo for rent in the perfect location. This condo is located conveniently right at the ...
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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 ...
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- From $381 per night (USD)
VRBO
Luxurious Key West plantation home SOLAR HEATED POOL FREE FIBRE WIFI, BIKES
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You should have everything you need at our house to enjoy a peaceful vacation. We have a washer and separate dryer, Air ...
From $381 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Beach Complex, Renovated, Pool\/Gulf Views, Pool
- 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 $421 per night (USD)Expedia
- From $1580 per night (USD)
VRBO
Great Location. Rooftop-Gulf Views. Private Heated Pool\/Spa. Video Games
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 24
Point Break by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Properties - Th ...
From $1580 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Private Gulf Beach, Luxury Cottage, Pet Friendly, Kayaks and SUPs, Gas Grill+
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Charming Private Gulf Beachfront Access, Pet Friendly (with Pet Fee), 4 Bedroom (sleeps 9) On Lemon Bay with Large Scree ...
From $500 per night (USD)Expedia
- From $593 per night (USD)
VRBO
Bali Hai House | Luxury Waterfront Home on Siesta Key w\/ Large Private Heated Pool & Outdoor Patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to Bali Hai House, a stunning waterfront home located on the tropical island of Siesta Key. This exceptional prop ...
From $593 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Lido Beach Ocean View Sarasota Beachfront
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lido Beach Spectacular Ocean View. St. Armands Circle. Close to many shops, resTaurants and entertainment. Deluxe unit ...
From $217 per night (USD)Expedia
- From $124 per night (USD)
VRBO
☆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 ...
From $124 per night (USD)VRBO
- From $150 per night (USD)
Expedia
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 $150 per night (USD)Expedia
- From $266 per night (USD)
VRBO
New Lower Pricing! Walk to SK Beach, 2 Pools, Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Smashing second story, 3 bedroom town home in popular Siesta Bayside on the Bay and for the best part.....you can walk t ...
From $266 per night (USD)VRBO
- From $139 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 $139 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Heated Pool Near Arlington Park Outdoor Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Only 5 minutes to Siesta Key's north bridge and 10 minutes to Siesta Key Beach! Come vacation in PARADISE aka Sarasota, ...
From $225 per night (USD)VRBO
- From $1263 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 $1263 per night (USD)Expedia
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Expedia
Siesta Key Fun
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful waterfront first floor condo located in a private 8 unit condominium complex. Two bedrooms one full bathroom, ...
Click For PricingExpedia
- From $265 per night (USD)
Expedia
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 $265 per night (USD)Expedia
- From $178 per night (USD)
VRBO
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 $178 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Salty Breeze Home w\/ Guest Suite, Heated Enclosed Salt Pool\/Spa, <11 people
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
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 $340 per night (USD)Expedia