Condo
10.0(219 Reviews)
1 Bedroom
6 Guests
Oceanfront
Hot Tub
Parking
Pool
CA $853/Night
7 Nights - CA $5,970
Longboat Key Villa Rentals
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Compare Villas, Resorts, & Rentals in Longboat Key
10.0
CA $486/Night
7 Nights - CA $3,403
CA $2,502/Night
7 Nights - CA $17,514
Condo
10.0(139 Reviews)
1 Bedroom
6 Guests
- Oceanfront
- Parking
- Pool
Ocean View
CA $598/Night
7 Nights - CA $4,183
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
Private Beach- Oceanfront
- Parking
- Pool
CA $618/Night
7 Nights - CA $4,329
Condo
10.0(135 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $641/Night
7 Nights - CA $4,489
Condo
10.0(96 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $858/Night
7 Nights - CA $6,003
Condo
10.0(37 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
Balcony/Terrace
CA $694/Night
7 Nights - CA $4,857
Condo
10.0(26 Reviews)
2 Bedrooms
6 Guests
Private Pool- Oceanfront
- Parking
- Pool
CA $426/Night
7 Nights - CA $2,985
Luxury Places to Stay in Longboat Key
Over 847+ Luxury Places to Stay in or Near Longboat Key
Condo
10.0(3 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $2,765/Night
7 Nights - CA $19,354
Condo
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $2,211/Night
7 Nights - CA $15,474
House
6 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $2,013/Night
7 Nights - CA $14,094
New
Condo
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,657/Night
7 Nights - CA $11,597
Condo
3 Bedrooms
6 Guests
- Pool
- Ocean View
View
Kitchen
CA $1,532/Night
7 Nights - CA $10,726
Condo
9.4(3 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,398/Night
7 Nights - CA $9,789
Condo
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,398/Night
7 Nights - CA $9,789
CA $1,355/Night
7 Nights - CA $9,486
CA $1,355/Night
7 Nights - CA $9,486
Top-Rated Villas with a Pool in Longboat Key
Over 681+ Top-Rated Private Villas with a Pool in or Near Longboat Key
New
Condo
10.0(38 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
CA $355/Night
7 Nights - CA $2,487
Condo
10.0(24 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $606/Night
7 Nights - CA $4,244
CA $705/Night
7 Nights - CA $4,932
House
10.0(17 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
CA $518/Night
7 Nights - CA $3,625
CA $456/Night
7 Nights - CA $3,196
Condo
10.0(15 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $1,330/Night
7 Nights - CA $9,308
CA $655/Night
7 Nights - CA $4,585
Condo
10.0(13 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $624/Night
7 Nights - CA $4,367
Condo
10.0(12 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $729/Night
7 Nights - CA $5,103
Pet-Friendly Villas in Longboat Key
Over 80+ Pet-Friendly Private Villas in or Near Longboat Key
Condo
10.0(11 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
CA $331/Night
7 Nights - CA $2,314
CA $273/Night
7 Nights - CA $1,913
Condo
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $540/Night
7 Nights - CA $3,778
Hotel
9.0(33 Reviews)
- Private Pool
- Private Beach
- Oceanfront
- Hot Tub
CA $1,238/Night
7 Nights - CA $8,663
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $755/Night
7 Nights - CA $5,285
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $402/Night
7 Nights - CA $2,815
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $368/Night
7 Nights - CA $2,574
Condo
10.0(1 Review)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $364/Night
7 Nights - CA $2,550
Condo
9.8(9 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $408/Night
7 Nights - CA $2,855
Large Private Villas in Longboat Key
Over 31+ Large Villas in or Near Longboat Key for Groups and Families
New
Villa
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
CA $424/Night
7 Nights - CA $2,968
Apartment
9.3(12 Reviews)
34 Bedrooms
114 Guests
- Private Beach
- Oceanfront
- Parking
- Pool
CA $360/Night
7 Nights - CA $2,518
Villa
9.6(4 Reviews)
2 Bedrooms
6 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
CA $786/Night
7 Nights - CA $5,506
CA $409/Night
7 Nights - CA $2,862
Villa
2 Bedrooms
2 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
CA $257/Night
7 Nights - CA $1,801
CA $679/Night
7 Nights - CA $4,752
CA $1,194/Night
7 Nights - CA $8,356
Condo
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
CA $1,067/Night
7 Nights - CA $7,465
Villa
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $886/Night
7 Nights - CA $6,202
Wheelchair Accessible Holiday Homes in Longboat Key
Over 372+ Wheelchair Accessible Villas and Holiday Homes in or Near Longboat Key
Condo
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
CA $638/Night
7 Nights - CA $4,463
CA $181/Night
7 Nights - CA $1,269
CA $590/Night
7 Nights - CA $4,131
CA $461/Night
7 Nights - CA $3,229
Condo
10.0(8 Reviews)
2 Bedrooms
6 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
CA $823/Night
7 Nights - CA $5,762
Condo
10.0(6 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $701/Night
7 Nights - CA $4,909
Condo
10.0(6 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $355/Night
7 Nights - CA $2,485
Condo
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
Spa
CA $629/Night
7 Nights - CA $4,405
Condo
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $571/Night
7 Nights - CA $4,000
Longboat Key Villas, Airbnb and Holiday Homes Under $200
Over 118+ Longboat Key Private Villas, Airbnb and Holiday Homes Under $200
Condo
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $277/Night
7 Nights - CA $1,939
CA $275/Night
7 Nights - CA $1,923
CA $265/Night
7 Nights - CA $1,854
CA $259/Night
7 Nights - CA $1,814
CA $260/Night
7 Nights - CA $1,821
Condo
10.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $110/Night
7 Nights - CA $772
Condo
9.6(91 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $231/Night
7 Nights - CA $1,620
Condo
9.6(19 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $183/Night
7 Nights - CA $1,283
Condo
9.6(9 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $251/Night
7 Nights - CA $1,760
Instantly Bookable Villa Rentals in Longboat Key
Over 510+ Instantly Bookable Private Villas in or Near Longboat Key
Condo
10.0(7 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $697/Night
7 Nights - CA $4,878
Apartment
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $603/Night
7 Nights - CA $4,220
Condo
10.0(6 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
CA $698/Night
7 Nights - CA $4,887
Condo
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
CA $697/Night
7 Nights - CA $4,878
Condo
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $622/Night
7 Nights - CA $4,357
Condo
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
CA $695/Night
7 Nights - CA $4,867
CA $456/Night
7 Nights - CA $3,196
Condo
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
CA $395/Night
7 Nights - CA $2,767
Condo
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $385/Night
7 Nights - CA $2,693
Book a Last Minute Place to Stay in Longboat Key
About Longboat Key Vacation Rentals
There are more than 856 incredible getaway rentals that are available in Longboat Key. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Longboat Key.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Longboat Key, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Longboat Key. Places to stay near Longboat Key are 817.61 ft² on average, with prices averaging CA $576 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Longboat Key. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Longboat Key, FL
There are 3 hotels in Longboat Key 2 resorts, and 203 rentals
- Prices for a holiday home in Longboat Key start at CA $110
- Top rated vacation home in Longboat Key is Fall sale ready for a luxury 5-floor penthouse 60 ft from water,
- Most popular short term in Longboat Key is Zota Beach Resort
- Cheapest place to stay in Longboat Key is Charming 2BR ground floor condo in Beach Harbor Club on Longboat Key - Sea Ya
- Most expensive holiday rental in Longboat Key is Luxury Beachfront Living - St Regis Waterfront Residency - Longboat Key - Sunset Reflections
Recently Booked Hotels, Resorts, or Rentals in Longboat Key
Frequently Asked Questions About Longboat Key?
What are the top hotels or resorts in Longboat Key?
We provide an array of great vacation destinations in Longboat Key. If you are looking to stay in or around the Longboat Key area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Longboat Key:
- Fall sale ready for a luxury 5-floor penthouse 60 ft from water,
- Stunning -late summer sale 50 ft from sand, Private Island 125 +review
- Direct Oceanview: Available Oct 26th - Nov 1st!
- Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- Upscale Beachplace Condo.availability starting in Oct 2026.please inquire
- Unit #210 Sand Cay Beach Resort Pool View
- Exquisite Beachfront Condo with both Sunrise & Sunset Views
- Unit #110 Sand Cay Beach Pool View
- Beachcomber unit 204
- UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY
How many vacation rentals have private pools in Longboat Key?
We have 86 luxury villas and vacation rentals featuriung a private pool in and near Longboat Key. Some of the best destinations to stay that feature or have access to a swimming pool are:
Which hotel or resort in Longboat Key is best for families?
Searching for a family-friendly getaway in Longboat Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Longboat Key?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 856 in the Longboat Key area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Longboat Key.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Bay Isles Rental Villas and Private Getaways in Sarasota, Florida | 784 |
| Longbeach Village Rental Villas and Private Getaways in Sarasota, Florida | 2373 |
