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From $215 per night (USD)
VRBO
Escape Casey Key Hotel & Marina - 1 Bed 1 Bath K Bed Villa 4b
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $215 per night (USD)
VRBO
From $218 per night (USD)
Expedia
2 Bedroom/1 Bath Villa (Ground Level) - Unit 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $218 per night (USD)
Expedia
From $299 per night (USD)
VRBO
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $299 per night (USD)
VRBO
From $242 per night (USD)
Expedia
1 Bedroom/1 Bath Villa Ground Level - Unit 9
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $242 per night (USD)
Expedia
From $121 per night (USD)
VRBO
Emerald Palms Unit A
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautiful, updated 1 bedroom 1 bath cottage is located right in the heart of Englewood, Fl. on Lemon Bay. Fully equ ...
From $121 per night (USD)
VRBO
From $368 per night (USD)
Expedia
3 Bedroom/3 Bath Townhouse - Unit 2
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $368 per night (USD)
Expedia
From $196 per night (USD)
VRBO
Hotel Studio (Ground Level) - Unit A
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $196 per night (USD)
VRBO
From $368 per night (USD)
Expedia
3 Bedroom/3 Bath Townhouse - Unit 3
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $368 per night (USD)
Expedia
From $270 per night (USD)
VRBO
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $270 per night (USD)
VRBO
From $270 per night (USD)
Expedia
2 Bedroom/1 Bath Villa (Ground Level) - Unit 13
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $270 per night (USD)
Expedia
From $270 per night (USD)
VRBO
2 Bedroom/2 Bath Villa (Second Level) - Unit 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $270 per night (USD)
VRBO
From $272 per night (USD)
Expedia
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $272 per night (USD)
Expedia
From $280 per night (USD)
VRBO
2 Bedroom/2 Bath Villa (Second Level) - Unit 10
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $280 per night (USD)
VRBO
From $293 per night (USD)
Expedia
2 Bedroom/1 Bath Villa (Ground Level) - Unit 12
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $293 per night (USD)
Expedia
From $293 per night (USD)
VRBO
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $293 per night (USD)
VRBO
From $482 per night (USD)
Expedia
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $482 per night (USD)
Expedia
From $1144 per night (USD)
VRBO
Casa Bella Vita | Luxury Home w/ Heated Pool, Ping Pong Table, & Walking Distance to Crescent Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Casa Bella Vita – Your Ultimate Siesta Key Escape! Discover the charm and elegance of Casa Bella Vita, a stu ...
From $1144 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Escape Casey Key Hotel & Marina - Deluxe 3 Bedroom 3 Bath Villa 2 K 1 Q 1
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $368 per night (USD)
Expedia
Click For Pricing
VRBO
Bird Bay Villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fully furnished Bird Bay Villa that is bright & airy with off-street private driveway parking. It features 2 bedrooms wi ...
Click For Pricing
VRBO
From $390 per night (USD)
Expedia
Coastal 3BR Villa – Lil’ Nauti with Pool & Waterfront Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Fully Renovated as of February 2025* Your own private Siesta Key villa that's a little bit tropical, a little bit salt ...
From $390 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Siesta Key Beach Condo #1 Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This super cute 1 bed, 1 bath condo directly opposite one of the most beautiful beaches in the world is available and re ...
From $295 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Beautiful Venice Beach Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Prime location one block from the beach with a marina, dining, and lounge nearby. Two minute walk to three different bea ...
From $182 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage style 2 bedroom 1 bath condo in Siesta Key is just a 2-3 min walk to the Pool, Beach, Restaurants and shops. ((A ...
From $211 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Siesta Key 3rd Flr 2b/2b unit; Open kitchen; newly renovated master shower
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This Two Bedroom, Two Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. Here at La Siesta Condom ...
From $281 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage style 2 bedroom 1 bath condo in Siesta Key is just a 2-3 min walk to the Pool, Beach, Restaurants and shops. (Al ...
From $303 per night (USD)
VRBO
From $142 per night (USD)
Expedia
Paradise! Gulf beach, On bay, bike, fish, kayak, relax, shop, swim, tennis.....
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful condo located on 2nd floor. End unit overlooking beautiful tropical plants and offering natural light ! Turn ...
From $142 per night (USD)
Expedia
From $497 per night (USD)
VRBO
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gorgeous courtyard pool home features high end quality construction throughout with high end upgrades, open split floor ...
From $497 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Beachplace Living – Walk to Beach, Swim, Play & Unwind #11-303 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA offers this comfortably appointed two-bedroom, two-bathroom condominium in the desirable gated community of Beachpla ...
From $192 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Coastal Oasis-heated pool & spa-bikes, game room-close to beach & Legacy Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this charming 3-bedroom vacation home in the heart of South Venice. Nestled just minutes from the stunning sho ...
From $329 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Large Siesta Key Home On Water With Pool/Spa
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to “Siesta Retreat”… a grand 5 bedroom 4 bath vacation home right on the canal with an awesome pool and hot tub ...
From $620 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Palm Bay Club!!! RESORT STYLE LIVING ON SIESTA KEY!!! Beach to Bay!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Walk onto the Famous Siesta Key beach, voted #1 beach in the US, with the worlds whitest and softest sand. This complex ...
From $442 per night (USD)
VRBO
From $186 per night (USD)
Expedia
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 $186 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Private 2 Bedroom 1 bathroom house. private pool and SPA. Close to beaches
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 $201 per night (USD)
VRBO
From $235 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 $235 per night (USD)
VRBO
From $267 per night (USD)
VRBO
Spacious 2BR Sarasota Executive Suite – Suited for Business, Medical Stay, Beach
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 $267 per night (USD)
VRBO
From $278 per night (USD)
Expedia
View Siesta Key Beach from balcony! LOCATION!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the beach for the 4th!...Week ending July 6th 20% off rental rate. LOCATION, LOCATION, LOCATION! Spacious, updat ...
From $278 per night (USD)
Expedia
From $178 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 $178 per night (USD)
VRBO
From $324 per night (USD)
Expedia
3 Palms Inn- 2/3 bedroom heated pool house!
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 $324 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Townhouse within Gran Paradiso close to Beaches
Bedrooms:
2
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 $222 per night (USD)
VRBO
From $435 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 $435 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Gertrude's Siesta | 4-min Walk to Beach & Village with Tiki-Bar, Balcony, Tropical Patio!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Casa Van Lopik Large 3BR home in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on ...
From $599 per night (USD)
VRBO
From $308 per night (USD)
Expedia
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 $308 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Walk to Siesta Key Beach & Village | Private Patio | Prime Location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Village Studio Top location on the island! Apartment with full kitchen, private patio, quiet gated courtyard, in wo ...
From $259 per night (USD)
VRBO
From $282 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 $282 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 Pricing
VRBO
From $565 per night (USD)
Expedia
Gertrude's Siesta | 4-min Walk to Beach & Village with Tiki-Bar, Balcony, Tropical Patio!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Casa Van Lopik Large 3BR home in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on ...
From $565 per night (USD)
Expedia
From $212 per night (USD)
VRBO
2-3 bedroom pool home just 5 minutes to Beach. Bicycles & beach gear included!
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 $212 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
“GEM” at Barefoot Bungalows is a 2 bedroom, 1 bath, fully furnished villa just minute walk to the beach! This 1945 Tripl ...
From $283 per night (USD)
Expedia
From $232 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 $232 per night (USD)
VRBO
From $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Ground-Level Condo | Beach Access, Pool & Canal Views | Walk to Everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $337 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Tiny House Margarita - Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This Tiny House began its life in our home state of Pennsylvania. Originally, it was meant to be a vacation hom ...
From $141 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 Pricing
VRBO
From $171 per night (USD)
VRBO
Cozy Home away from Home - Central to Warm Mineral Springs and Englewood Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Private house, with Florida charm. Less than 15 min to Warm Mineral Springs 5 miles to Englewood Beach. Private back ya ...
From $171 per night (USD)
VRBO
From $2191 per night (USD)
VRBO
Jaw dropping direct gulf & beach views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Oceanfront CLEAN condo on BEACH! Total remodel and professionally Decorated with a coastal vibe. New shiplap, new mirro ...
From $2191 per night (USD)
VRBO
From $233 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 $233 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Newly Renovated - 2BR Beachfront Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NEWLY RENOVATED!! A beachfront condominium managed by Florida Vacation Connection is located on the world-renowned Long ...
From $214 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Beachview 2 BR / 2 BA Beachplace condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachplace 5-402 | Pond & Beach Views | Florida Vacation Connection Welcome to Beachplace 5-402, your serene getaway on ...
From $136 per night (USD)
Expedia
From $184 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 $184 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
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
From $1560 per night (USD)
Expedia
Perfect Location. Roof Top Deck. Gulf Views. Heated Pool/Spa w/ Rain Curtain
Bedrooms:
6
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 $1560 per night (USD)
Expedia
From $320 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 $320 per night (USD)
VRBO
From $477 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 $477 per night (USD)
Expedia
From $304 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 $304 per night (USD)
VRBO
From $324 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 $324 per night (USD)
Expedia
From $526 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 $526 per night (USD)
VRBO
From $287 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 $287 per night (USD)
Expedia
From $311 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 $311 per night (USD)
VRBO
From $352 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 $352 per night (USD)
Expedia
From $304 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 $304 per night (USD)
VRBO
From $331 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 $331 per night (USD)
Expedia
From $328 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 $328 per night (USD)
VRBO
From $355 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 $355 per night (USD)
Expedia
From $318 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 $318 per night (USD)
VRBO
From $314 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 $314 per night (USD)
Expedia
From $295 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 $295 per night (USD)
VRBO
From $320 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 $320 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Siesta Sol Bungalow, Relax by Siesta Key Beach 6 min drive in Gulf Gate Estates
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Siesta Sol Bungalow | Mid-Century Modern Retreat Near Beaches, Dining, and Entertainment Welcome to Siesta Sol Bungalow ...
From $337 per night (USD)
VRBO
From $419 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 $419 per night (USD)
Expedia
From $191 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 $191 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Longboat Key Escape–Resort Pool + Ocean: Beachplace Condo # 7-102 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 $259 per night (USD)
Expedia
From $1093 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 $1093 per night (USD)
VRBO
From $383 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 $383 per night (USD)
Expedia
From $121 per night (USD)
VRBO
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 $121 per night (USD)
VRBO
From $117 per night (USD)
Expedia
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 $117 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Waterfront/Pool mins to Siesta Key Beach- bikes/kayaks/SUPs incl-paddle to beach
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 bo ...
From $371 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Cute home, close to beaches. Fishing equipment, golf clubs, bicycles supplied.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This large & spacious home is a great base for visiting the Venice area. Formal living room & dining room plus family ro ...
From $177 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Beautiful renovated 4th floor Condo across the street from Lido beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful 2 bedroom 4th floor condo located on Lido Key (Sarasota). Enjoy beautiful walks, the beach and the nice pool/h ...
From $174 per night (USD)
VRBO
From $302 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 $302 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 Pricing
VRBO
From $315 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 $315 per night (USD)
Expedia
From $699 per night (USD)
VRBO
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 $699 per night (USD)
VRBO
From $446 per night (USD)
Expedia
🌴 Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop Panoramic Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
🌴 Endless Views | Rooftop Balcony + 3-Min Walk to Siesta Key Beach 💖 Why You'll Love This Home Wake up to sweeping co ...
From $446 per night (USD)
Expedia
From $167 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 $167 per night (USD)
VRBO
From $240 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 $240 per night (USD)
VRBO
From $506 per night (USD)
VRBO
Eclectic Sarasota Spiritual Oasis - Pool, BBQ, Firepit & Short Walk to the Bay
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 $506 per night (USD)
VRBO
Click For Pricing
Expedia
Contemporary Coastal Cottage
Bedrooms:
1
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
From $417 per night (USD)
VRBO
Fall Into Paradise 7 Night Stay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $417 per night (USD)
VRBO
From $1403 per night (USD)
Expedia
Heated Pool & Spa, Rooftop Deck for sunsets, Luxury Home for all ages!
Bedrooms:
8
Bathrooms:
8
Sleeps:
24
Point Break by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Properties - Th ...
From $1403 per night (USD)
Expedia

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