Condo
10.0(219 Reviews)
1 Bedroom
6 Guests
Oceanfront
Hot Tub
Parking
Pool
US $602/Night
7 Nights - US $4,216
Longboat Key Villa Rentals
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Compare Villas, Resorts, & Rentals in Longboat Key
10.0
US $343/Night
7 Nights - US $2,403
US $965/Night
7 Nights - US $6,752
Condo
10.0(139 Reviews)
1 Bedroom
6 Guests
- Oceanfront
- Parking
- Pool
Ocean View
US $422/Night
7 Nights - US $2,954
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
Private Beach- Oceanfront
- Parking
- Pool
US $437/Night
7 Nights - US $3,057
Condo
10.0(135 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $453/Night
7 Nights - US $3,170
Condo
10.0(96 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $603/Night
7 Nights - US $4,223
Condo
10.0(37 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
Balcony/Terrace
US $495/Night
7 Nights - US $3,467
US $498/Night
7 Nights - US $3,483
Luxury Places to Stay in Longboat Key
Over 810+ Luxury Places to Stay in or Near Longboat Key
Condo
10.0(3 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,953/Night
7 Nights - US $13,668
Condo
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,561/Night
7 Nights - US $10,928
House
6 Bedrooms
10 Guests
Private Pool- Hot Tub
- Parking
- Pool
US $1,422/Night
7 Nights - US $9,953
New
Condo
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,170/Night
7 Nights - US $8,190
Condo
3 Bedrooms
6 Guests
- Pool
- Ocean View
View
Kitchen
US $1,082/Night
7 Nights - US $7,575
Condo
9.4(3 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $988/Night
7 Nights - US $6,913
Condo
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $988/Night
7 Nights - US $6,913
US $957/Night
7 Nights - US $6,699
US $957/Night
7 Nights - US $6,699
Top-Rated Villas with a Pool in Longboat Key
Over 648+ 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
US $251/Night
7 Nights - US $1,756
House
10.0(17 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $366/Night
7 Nights - US $2,560
US $322/Night
7 Nights - US $2,257
Condo
10.0(15 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $939/Night
7 Nights - US $6,573
US $463/Night
7 Nights - US $3,238
Condo
10.0(13 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $441/Night
7 Nights - US $3,084
Condo
10.0(12 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $515/Night
7 Nights - US $3,604
Condo
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $450/Night
7 Nights - US $3,152
US $326/Night
7 Nights - US $2,280
Pet-Friendly Villas in Longboat Key
Over 78+ Pet-Friendly Private Villas in or Near Longboat Key
Condo
10.0(11 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
US $237/Night
7 Nights - US $1,656
US $193/Night
7 Nights - US $1,351
Condo
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $381/Night
7 Nights - US $2,668
Hotel
9.0(33 Reviews)
- Private Pool
- Private Beach
- Oceanfront
- Hot Tub
US $874/Night
7 Nights - US $6,118
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $533/Night
7 Nights - US $3,732
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $284/Night
7 Nights - US $1,988
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $260/Night
7 Nights - US $1,818
Condo
10.0(1 Review)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $257/Night
7 Nights - US $1,801
Condo
9.8(9 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $288/Night
7 Nights - US $2,016
Large Private Villas in Longboat Key
Over 30+ Large Villas in or Near Longboat Key for Groups and Families
Villa
9.6(4 Reviews)
2 Bedrooms
6 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
US $555/Night
7 Nights - US $3,888
Apartment
9.3(12 Reviews)
34 Bedrooms
114 Guests
- Private Beach
- Oceanfront
- Parking
- Pool
US $254/Night
7 Nights - US $1,778
Villa
2 Bedrooms
2 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $182/Night
7 Nights - US $1,272
US $289/Night
7 Nights - US $2,021
House
9.8(6 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $477/Night
7 Nights - US $3,336
US $843/Night
7 Nights - US $5,901
Condo
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $753/Night
7 Nights - US $5,272
Villa
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $626/Night
7 Nights - US $4,380
Condo
4 Bedrooms
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $515/Night
7 Nights - US $3,607
Wheelchair Accessible Holiday Homes in Longboat Key
Over 338+ Wheelchair Accessible Villas and Holiday Homes in or Near Longboat Key
Condo
10.0(8 Reviews)
2 Bedrooms
6 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $581/Night
7 Nights - US $4,069
US $128/Night
7 Nights - US $896
US $315/Night
7 Nights - US $2,205
Condo
10.0(6 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $495/Night
7 Nights - US $3,467
Condo
10.0(6 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $251/Night
7 Nights - US $1,755
Condo
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
Spa
US $444/Night
7 Nights - US $3,111
Condo
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $404/Night
7 Nights - US $2,825
Condo
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $532/Night
7 Nights - US $3,727
Condo
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $195/Night
7 Nights - US $1,365
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
US $196/Night
7 Nights - US $1,369
US $194/Night
7 Nights - US $1,358
Condo
10.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $196/Night
7 Nights - US $1,373
US $183/Night
7 Nights - US $1,281
US $187/Night
7 Nights - US $1,309
US $184/Night
7 Nights - US $1,286
Condo
10.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $78/Night
7 Nights - US $545
Condo
9.6(19 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $129/Night
7 Nights - US $906
Condo
9.6(9 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $178/Night
7 Nights - US $1,243
Instantly Bookable Villa Rentals in Longboat Key
Over 478+ Instantly Bookable Private Villas in or Near Longboat Key
Condo
10.0(7 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $492/Night
7 Nights - US $3,445
Apartment
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $426/Night
7 Nights - US $2,980
Condo
10.0(6 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $493/Night
7 Nights - US $3,451
Condo
10.0(5 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $492/Night
7 Nights - US $3,445
Condo
10.0(5 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $440/Night
7 Nights - US $3,077
Condo
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $491/Night
7 Nights - US $3,437
US $322/Night
7 Nights - US $2,257
Condo
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $279/Night
7 Nights - US $1,954
Condo
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $908/Night
7 Nights - US $6,357
Book a Last Minute Place to Stay in Longboat Key
About Longboat Key Vacation Rentals
There are more than 819 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 838.48 ft² on average, with prices averaging US $402 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 201 rentals
- Prices for a holiday home in Longboat Key start at US $77
- Top rated vacation home in Longboat Key is End-of-summer 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 Spectacular Sarasota Bay Views from all rooms
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:
- End-of-summer sale ready for a luxury 5-floor penthouse 60 ft from water,
- Stunning -late summer sale 50 ft from sand, Private Island 125 +review
- Island Time: Open Sept 29th - October 3rd, $225/nt + Fees!
- Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- Unit #210 Sand Cay Beach Resort Pool View
- Beachcomber unit 204
- UPDATED GORGEOUS CANAL SOUTH END LBK PROPERTY WALK TO BEACH SHOPPING CLOSE BY
- Beachcomber unit 205
- 3 BEDROOM DIRECT OCEAN VIEW, WALKOUT TO THE BEACH!
- Seaside Escape: Open Tomm - Thurs, $115/nt + Fees!
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 819 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 | 798 |
| Longbeach Village Rental Villas and Private Getaways in Sarasota, Florida | 2373 |
