Longboat Key Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Longboat Key vacation homes
1. Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Ground Floor, Steps to Sand – Silver Sands #243A by RVALongboat Key
8.6 out of 10, Excellent, (64 reviews)
"Would def stay here again!"
Tammie and David
The price is CA $220
CA $477 total
includes taxes & fees
Sep 24 - Sep 25
2. Modern Coastal Charm • Near AMI Beach-IMG Academy
Modern Coastal Charm • Near AMI Beach-IMG AcademyBradenton
10.0 out of 10, Exceptional, (41 reviews)
"Very cute 2 bedroom place with parking, Wi-fi, private fenced outdoor space. Safe location convenient drive to the beach. Would stay there again."
Dawn Z.
The price is CA $160
CA $416 total
includes taxes & fees
Sep 24 - Sep 25
3. LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay accessSunny Shores
9.6 out of 10, Exceptional, (44 reviews)
"Superb value, quiet area, responsive owner, very nicely appointed; will definitely book again for next visit to Anna Maria Island!"
Bryce W.
The price is CA $113
CA $671 total
includes taxes & fees
Sep 24 - Sep 25
4. "Stingray" 3 miles to Anna Marie
"Stingray" 3 miles to Anna MarieBradenton
9.8 out of 10, Exceptional, (36 reviews)
"Property was great and location was ideal for our weekend getaway"
Agnieszka
The price is CA $195
CA $422 total
includes taxes & fees
Sep 24 - Sep 25
5. Pet-Friendly Bradenton Home 1.5 Mi to Cortez Beach
Pet-Friendly Bradenton Home 1.5 Mi to Cortez BeachBradenton
10.0 out of 10, Exceptional, (36 reviews)
"Very comfortable, clean, convenient location. Great place to stay."
Karen B.
The price is CA $185
CA $477 total
includes taxes & fees
Sep 24 - Sep 25
6. IMG Lake & Beach Home Pool White Sand Beaches SEPTEMBER, Oct, Nov, Dec SPECIALS!
IMG Lake & Beach Home Pool White Sand Beaches SEPTEMBER, Oct, Nov, Dec SPECIALS!South Bradenton
9.8 out of 10, Exceptional, (140 reviews)
"Beautiful pool, nice kitchen, and close to Anna Marie Island."
Gary B.
The price is CA $181
CA $758 total
includes taxes & fees
Sep 30 - Oct 1
7. "Manatee" 3 miles to Anna Marie<br>
"Manatee" 3 miles to Anna Marie<br>Bradenton
9.8 out of 10, Exceptional, (18 reviews)
"Everything was great!!"
Jean S.
The price is CA $195
CA $463 total
includes taxes & fees
Sep 28 - Sep 29
8. 🏝 4BR Tropical Oasis w/ Heated Pool + Game Room + 10 Min to Anna Maria and IMG
🏝 4BR Tropical Oasis w/ Heated Pool + Game Room + 10 Min to Anna Maria and IMGBradenton
10.0 out of 10, Exceptional, (16 reviews)
"Spacious and neat, we definitely enjoyed enjoyed our stay."
Aracely T.
The price is CA $190
CA $751 total
includes taxes & fees
Sep 28 - Sep 29
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find vacation rentals that suit your style
Private vacation homes
Condos
Save an average of 15% on thousands of hotels when you're signed in
Top Longboat Key Hotel Reviews
Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views
10/10 Excellent
Find out more about Longboat Key
Longboat Key Vacation Homes information
Number of reviews | 847 |
|---|---|
Accommodation | 147 Vacation Homes |
Lowest Price | CA $326 |
Highest Price | CA $897 |
Explore a world of travel with Expedia
- Cabin Rentals in Joe Island
- Motels in Sarasota
- Resorts in Holmes Beach
- Beach Hotel Hotels in Siesta Key
- Take a peek awesome reviews 50 feet from sand
- The Resort at Longboat Key Club
- Houseboats in Anna Maria Island
- Condo Rentals in Siesta Key
- Beach Castle Resort by RVA
- Luxury Hotels in Longboat Key
- Oceanfront Hotels in Longboat Key
- Tampa Hotels
- Vacation Homes in Anna Maria Island
- Zota Beach Resort
- Sea Club I Beach Resort
- 5 Star Hotels in Longboat Key
- Resorts in Longboat Key
- Motels in Longboat Key
- The Promenade
- Cottages in Samoset
- Houseboats in Sarasota
- All Inclusive Resorts and in Longboat Key
- Condo Rentals in Madeira Beach
- Resorts in Siesta Key
- Shorewalk Vacation Villas
- B&B in Sarasota
- Motels in Siesta Key
- Rv Parks in Sarasota
- Vacation Homes in Bradenton
- Cedar Cove Resort and Cottages
- Villas in Sarasota
- Resorts in Sarasota
- Motels in Bradenton
- St. Pete Beach Hotels
- Whitney Beach 319 2brm beachfront
- Siesta Key Hotels
- Hilton Hotels in Longboat Key
- Silver Sands Gulf Beach Resort by RVA
- Oceanfront Hotels in Siesta Key
- Sarasota Hotels
- Condo Rentals in Sarasota
- Casa Del Mar Longboat Key
- Veranda Beach Club
- Apartments in Siesta Key
- Pet-Friendly Hotels in Longboat Key
- Condo Resorts in Sarasota
- Villas in Anna Maria Island
- Longboat Key Hotels
- Guest Houses in Palmetto
- Cottages in Sarasota
- Condo Rentals in Longboat Key
- Veranda Beach Club
- Cottages in Siesta Key
- Condo Rentals in Bradenton
- Beach Hotel Hotels in Sarasota
- Condo Rentals in Anna Maria Island
- St. Petersburg - Clearwater Hotels
- Oceanfront Hotels in Sarasota
- Vacation Homes in Siesta Key
- Harbor Villa Club 305
- Clearwater Beach Hotels
- Flights to Tampa
- Flights from Ottawa (YOW) to Tampa (TPA)
- Flights from Detroit (DTW) to Sarasota (SRQ)
- Flights from Toronto (YYZ) to St. Petersburg (PIE)
- Flights from Buffalo (BUF) to Sarasota (SRQ)
- Flights from Ottawa (YOW) to Sarasota (SRQ)
- Flights from Vancouver (YVR) to Sarasota (SRQ)
- Flights to Longboat Key
- Flights from Montreal (YUL) to Tampa (TPA)
- Flights from Calgary (YYC) to Tampa (TPA)
- Flights from Sarasota-Bradenton Intl.
- Flights from Montreal (YUL) to Sarasota (SRQ)
- Flights from Toronto (YYZ) to Tampa (TPA)
- Flights to St. Petersburg - Clearwater
- Flights to Sarasota
- Flights from Buffalo (BUF) to Tampa (TPA)
- Flights from Toronto (YYZ) to Sarasota (SRQ)
- Flights from Detroit (DTW) to Tampa (TPA)