Buccaneer Bay Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Buccaneer Bay, Sarasota, Florida, USA

New Close to Siesta Key, Shopping, Restaurants & More!
House
Close to Siesta Key, Shopping, Restaurants & More!
From US $282 per night
9.8 (18 Reviews)
3 Bedrooms 2 Guests
GET THE BEST PRICE
Siesta Key Waterfront Estate W Pool Privacy!
Villa
Siesta Key Waterfront Estate W Pool Privacy!
From US $882 per night
|
10.0 (4 Reviews)
4 Bedrooms 14 Guests
GET THE BEST PRICE
The Inn On Siesta Key
Cottage
The Inn On Siesta Key
From US $336 per night
|
10.0 (183 Reviews)
1 Bedroom 2 Guests
GET THE BEST PRICE
New Lovely ❤ Pool - Walk to Siesta Key, No Car Needed
House
Lovely ❤ Pool - Walk to Siesta Key, No Car Needed
From US $383 per night
9.6 (23 Reviews)
4 Bedrooms 2 Guests
GET THE BEST PRICE
Hawks Sea Nest
Apartment
Hawks Sea Nest
From US $281 per night
|
10.0 (4 Reviews)
2 Bedrooms 6 Guests
GET THE BEST PRICE
Siesta Key
Apartment
Siesta Key
From US $392 per night
|
10.0 (6 Reviews)
1 Bedroom 2 Guests
GET THE BEST PRICE
New Huge Heated Pool Home - Minutes to Siesta Key, Shopping, and More!!!
House
Huge Heated Pool Home - Minutes to Siesta Key, Shopping, and More!!!
From US $277 per night
9.4 (20 Reviews)
2 Bedrooms 2 Guests
GET THE BEST PRICE
Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi
House
Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi
From US $199 per night
|
10.0 (4 Reviews)
3 Bedrooms 6 Guests
GET THE BEST PRICE
Hidden Paradise by Beachside Management
Condo
Hidden Paradise by Beachside Management
From US $368 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
GET THE BEST PRICE
Fiesta Playa - 1027
House
Fiesta Playa - 1027
From US $1,196 per night
|
10.0 (3 Reviews)
3 Bedrooms 10 Guests
GET THE BEST PRICE
Tranquil Court Oasis
Villa
Tranquil Court Oasis
From US $1,094 per night
|
10.0 (3 Reviews)
6 Bedrooms 12 Guests
GET THE BEST PRICE
* NEW * Serene Retreat/Private Patio & Pool *
Apartment
* NEW * Serene Retreat/Private Patio & Pool *
From US $251 per night
|
10.0 (3 Reviews)
2 Bedrooms 4 Guests
GET THE BEST PRICE
New A Great Day At The Beach! - Aloha Kai #6 - Roelens
Condo
A Great Day At The Beach! - Aloha Kai #6 - Roelens
From US $323 per night
New
2 Bedrooms 4 Guests
GET THE BEST PRICE
Lanai and Community Pool Access Sarasota Oasis!
Villa
Lanai and Community Pool Access Sarasota Oasis!
From US $220 per night
|
10.0 (3 Reviews)
2 Bedrooms 5 Guests
GET THE BEST PRICE
Poolside Paradise Near Siesta Key Beach
House
Poolside Paradise Near Siesta Key Beach
From US $294 per night
10.0 (3 Reviews)
3 Bedrooms 11 Guests
GET THE BEST PRICE
Monarch Villa - 5542 W
House
Monarch Villa - 5542 W
From US $1,781 per night
|
10.0 (2 Reviews)
3 Bedrooms 8 Guests
GET THE BEST PRICE
Casa Coquina - 1038U
House
Casa Coquina - 1038U
From US $1,759 per night
|
10.0 (2 Reviews)
4 Bedrooms 14 Guests
GET THE BEST PRICE
New CA 501S Barbs Beach getaway siesta key FL
Condo
CA 501S Barbs Beach getaway siesta key FL
From US $431 per night
New
2 Bedrooms 4 Guests
GET THE BEST PRICE
Seahorse Cabana - 1106
House
Seahorse Cabana - 1106
From US $931 per night
|
10.0 (2 Reviews)
3 Bedrooms 8 Guests
GET THE BEST PRICE
New Chic happens 3/2pool 5min from Siesta
House
Chic happens 3/2pool 5min from Siesta
From US $398 per night
New
3 Bedrooms 6 Guests
GET THE BEST PRICE
Coastal Lakehouse Condo on Siesta Key Public Beach
House
Coastal Lakehouse Condo on Siesta Key Public Beach
From US $549 per night
|
10.0 (2 Reviews)
2 Bedrooms 5 Guests
GET THE BEST PRICE
Mermaid Shores
House
Mermaid Shores
From US $459 per night
|
10.0 (2 Reviews)
4 Bedrooms 9 Guests
GET THE BEST PRICE
Bayside Escape-Condo w Dock Pool and Near Beach
House
Bayside Escape-Condo w Dock Pool and Near Beach
From US $373 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
GET THE BEST PRICE
New 2 bedroom 2 bath condo w/Screened in lanai
Condo
2 bedroom 2 bath condo w/Screened in lanai
From US $307 per night
New
2 Bedrooms 4 Guests
GET THE BEST PRICE
6415 Midnight Pass #307
House
6415 Midnight Pass #307
From US $214 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
GET THE BEST PRICE
New Siesta Key Paradise-Pool Oasis
House
Siesta Key Paradise-Pool Oasis
From US $306 per night
New
2 Bedrooms 7 Guests
GET THE BEST PRICE
The Plaza
House
The Plaza
From US $1,886 per night
10.0 (2 Reviews)
1 Bedroom 19 Guests
GET THE BEST PRICE
New Tortuga – 2BR on Beach, Heated Pool & Sauna
Condo
Tortuga – 2BR on Beach, Heated Pool & Sauna
From US $272 per night
New
2 Bedrooms 6 Guests
GET THE BEST PRICE
New Beach Getaway! - Aloha Kai #42 - Roelens
Condo
Beach Getaway! - Aloha Kai #42 - Roelens
From US $271 per night
New
1 Bedroom 4 Guests
GET THE BEST PRICE
New Beachside Bliss Awaits - Aloha Kai #55- Roelens
House
Beachside Bliss Awaits - Aloha Kai #55- Roelens
From US $267 per night
New
1 Bedroom 4 Guests
GET THE BEST PRICE
New Harbor Towers 1BD with washer & dryer in unit!
Condo
Harbor Towers 1BD with washer & dryer in unit!
From US $260 per night
New
1 Bedroom 2 Guests
GET THE BEST PRICE
New Studio on the Beach! - Aloha Kai #19 - Roelens
Apartment
Studio on the Beach! - Aloha Kai #19 - Roelens
From US $255 per night
New
1 Bedroom 2 Guests
GET THE BEST PRICE
2 Br Paradise Suite Walk To Beach, Pool, Hot Tub
House
2 Br Paradise Suite Walk To Beach, Pool, Hot Tub
From US $763 per night
10.0 (2 Reviews)
3 Bedrooms 16 Guests
GET THE BEST PRICE
Jamaica Royale by Beachside Management
Condo
Jamaica Royale by Beachside Management
From US $879 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
GET THE BEST PRICE
Direct Siesta Key Beachfront condo!
Condo
Direct Siesta Key Beachfront condo!
From US $399 per night
10.0 (100 Reviews)
2 Bedrooms 6 Guests
GET THE BEST PRICE
Just Beachy by Beachside Management
Apartment
Just Beachy by Beachside Management
From US $443 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
GET THE BEST PRICE
Beachfront with a million dollar 180 Degree View of the Gulf
Condo
Beachfront with a million dollar 180 Degree View of the Gulf
From US $468 per night
10.0 (99 Reviews)
2 Bedrooms 5 Guests
GET THE BEST PRICE
Playa De Siesta Sarasota Siesta Key
House
Playa De Siesta Sarasota Siesta Key
From US $343 per night
10.0 (2 Reviews)
3 Bedrooms 6 Guests
GET THE BEST PRICE
Siesta Sands Beach Resort Gulf View
Condo
Siesta Sands Beach Resort Gulf View
From US $701 per night
10.0 (1 Review)
1 Bedroom 2 Guests
GET THE BEST PRICE
Siesta Hideway
House
Siesta Hideway
From US $199 per night
10.0 (2 Reviews)
4 Bedrooms 8 Guests
GET THE BEST PRICE
Stylish Retreat on Private Crescent Beach
Condo
Stylish Retreat on Private Crescent Beach
From US $443 per night
10.0 (97 Reviews)
2 Bedrooms 4 Guests
GET THE BEST PRICE
The Conch
House
The Conch
From US $3,703 per night
|
10.0 (1 Review)
8 Bedrooms 26 Guests
GET THE BEST PRICE
Brand New! Steps to Siesta Key Beach
Condo
Brand New! Steps to Siesta Key Beach
From US $383 per night
10.0 (94 Reviews)
2 Bedrooms 6 Guests
GET THE BEST PRICE
Island Escape - 638
House
Island Escape - 638
From US $2,136 per night
|
10.0 (1 Review)
4 Bedrooms 12 Guests
GET THE BEST PRICE
Latitude Adjustment - 461
House
Latitude Adjustment - 461
From US $1,597 per night
|
10.0 (1 Review)
4 Bedrooms 10 Guests
GET THE BEST PRICE
Villa Champagne - 5322
House
Villa Champagne - 5322
From US $1,392 per night
|
10.0 (1 Review)
4 Bedrooms 8 Guests
GET THE BEST PRICE
Bright & Beachy - Steps to the water!
Condo
Bright & Beachy - Steps to the water!
From US $319 per night
10.0 (91 Reviews)
2 Bedrooms 5 Guests
GET THE BEST PRICE
Beach House Residence By Beachside Management
Apartment
Beach House Residence By Beachside Management
From US $1,119 per night
|
10.0 (1 Review)
6 Bedrooms 14 Guests
GET THE BEST PRICE
Close to Siesta Beach # 1 in Usa
House
Close to Siesta Beach # 1 in Usa
From US $107 per night
10.0 (87 Reviews)
1 Bedroom 2 Guests
GET THE BEST PRICE
The Key Canal - 455
House
The Key Canal - 455
From US $1,052 per night
|
10.0 (1 Review)
3 Bedrooms 8 Guests
GET THE BEST PRICE
Luxury getaway steps from beach sleeps 10
House
Luxury getaway steps from beach sleeps 10
From US $1,048 per night
|
10.0 (1 Review)
4 Bedrooms 10 Guests
GET THE BEST PRICE
Casa Stolida - 1030L
House
Casa Stolida - 1030L
From US $734 per night
|
10.0 (1 Review)
4 Bedrooms 12 Guests
GET THE BEST PRICE
See More Properties

About Buccaneer Bay Vacation Rentals

Explore over 5808 vacation rentals in Buccaneer Bay with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Buccaneer Bay for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Buccaneer Bay. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Buccaneer Bay tailored to your preferences. On average, these rentals offer 859.85 ft² of space, and are priced at an average of US $392 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Buccaneer Bay at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Frequently Asked Questions About Buccaneer Bay?

What are the top vacation rentals in Buccaneer Bay?

How many SunSkiResorts vacation rentals or resorts are available in Buccaneer Bay?

Discover the ideal vacation rental in Buccaneer Bay with SunSki Resorts™. We provide an extensive selection of over 5808 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Buccaneer Bay.

Nearby Neighborhood (2)

Neighborhood Property Count
Gulf Gate Estates Vacation Rentals in Sarasota, Florida 340
Coral Cove Vacation Rentals in Sarasota, Florida 5756

There are 5808 Buccaneer Bay, FL Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Buccaneer Bay