Holiday Homes in Longboat Key
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 holiday homes
1. 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 AU$664
includes taxes & fees
15 Oct - 16 Oct
2. Beach House Kids & Pets OK Oct, Nov, Dec DISCOUNTED! AMIsland White Sand Beaches
Beach House Kids & Pets OK Oct, Nov, Dec DISCOUNTED! AMIsland White Sand BeachesBradenton
9.8 out of 10, Exceptional, (46 reviews)
"Close to the beach and restaurants.Had everything we needed."
thomas F.
The price is AU$795
includes taxes & fees
20 Oct - 21 Oct
3. Modern Coastal Charm • Near AMI Beach-IMG Academy
Modern Coastal Charm • Near AMI Beach-IMG AcademyBradenton
10.0 out of 10, Exceptional, (41 reviews)
"Everything was clean and check in was seamless."
Aubree C.
The price is AU$418
includes taxes & fees
15 Oct - 16 Oct
4. Tropical Oasis Near AMI | Pool + Dogs Welcome
Tropical Oasis Near AMI | Pool + Dogs WelcomeBradenton
10.0 out of 10, Exceptional, (92 reviews)
"The house was perfect for our family and super easy access to the beach / sound. The rooms were specious and clean and the pool was great!"
Kristen P.
The price is AU$881
includes taxes & fees
20 Oct - 21 Oct
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 AU$473
includes taxes & fees
15 Oct - 16 Oct
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 AU$771
includes taxes & fees
18 Oct - 19 Oct
7. Sunset Villa 3.3 Beach & Parking
Sunset Villa 3.3 Beach & ParkingBradenton
10.0 out of 10, Exceptional, (11 reviews)
"Very nice place for a quick get away. very reasonable price and awesome host!"
Alex L.
8. Lakeview Bradenton Rental Near Beaches & IMG
Lakeview Bradenton Rental Near Beaches & IMGSouth Bradenton
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable. "
Dee F.
The price is AU$345
includes taxes & fees
20 Oct - 21 Oct
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 holiday rentals that suit your style
Aparthotels
Private holiday homes
Save an average of 15% on thousands of hotels when you're signed in
Top Longboat Key Hotel Reviews
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
10/10 Excellent
Find out more about Longboat Key
Longboat Key Holiday Homes information
Number of reviews | 862 |
|---|---|
Accommodation | 147 Holiday Homes |
Lowest Price | AU$239 |
Highest Price | AU$881 |
Explore a world of travel with Expedia
- Waterfront
- Sea La Vie Beach House
- Anna Maria Hotels
- Family
- Runaway Bay Resort by BBG
- Bradenton Beach Hotels
- Caravan Parks in Bradenton
- 3
- 9 Mi to Beaches
- Flamingo Royale — Beach Luxury Resort
- Welcome to Shangri
- Ramon's COASTAL ESCAPE
- The "Love shack" Bungalow
- Villa Madeira
- Resort in Brandon
- B&B in Casey Key
- Apartments in Clearwater
- Villas in Clearwater Beach
- Condo Rentals in Clearwater
- Cortez Hotels
- Villas in East Lake
- Cottages in Holmes Beach
- Pelican Place at The Nautilus · Tennis & Pickleball · Steps to Beach
- Ami Escape! Direct Beach Access
- Beachfront Escape at Martinique South
- Hidden Cove #4! Beachfront Townhouse with Gulf Views and Pool Access
- Style of the Isle within walking distance to the beach
- Hotels near IMG Academy
- Hilton Hotels in Lido Key
- Villas in Madeira Beach
- Apartments in Mulberry
- Renovated Tranquil 3
- Osprey Hotels
- Keyt's Key
- Brownbunnyb&B — Immaculate Private Room in Picturesque Palmetto
- Ben's Bungalow by the Beach
- Casa Del Mar Longboat Key
- Compass Hotel by Margaritaville Anna Maria Sound
- Lgbt Welcoming Hotels in Sarasota
- Modern Coastal Home near Siesta Key and Downtown
- Sandy Shores Villa near Sieta Key and other beaches
- Sea Club I Beach Resort
- Sea Turtle
- Seaside at Anna Maria Island Inn
- Slice of Sarasota's paradise. Sarasota Waterfront
- The Mermaid at Tiny House Siesta
- The Resort at Longboat Key Club
- The Ringling Estate in Sarasota
- The Shiny Diamond in Sarasota. 10 minutes to SIESTA BEACH
- Tropical Beach Resorts
- Sarasota Hotels
- Beach Hotels in Siesta Key
- Coastal Breeze Siesta Entire 4
- Near Siesta Key Beach
- Gertrude's Siesta
- Gertrude's Siesta
- The Upper Deck in Siesta Key
- New LISTING! The Village Breeze (2 units) 4BR/4Bath Pool
- Siesta Key Hotels
- St. Pete Beach Hotels
- Holiday Homes in Sydney
- Resort in Sydney
- Condo Rentals in Tampa
- Terra Ceia Hotels
- Pet Friendly Hotels in Whitfield Estates
- Flights to Anna Maria Island
- Flights to Osprey
- Flights to Sarasota
- Flights to Siesta Key
- Flights from Sarasota-Bradenton Intl.
- Flights from Auckland (AKL) to Sarasota (SRQ)
- Flights from Brisbane (BNE) to Sarasota (SRQ)
- Flights from Boston (BOS) to Sarasota (SRQ)
- Flights from Dallas (DFW) to Sarasota (SRQ)
- Flights from New York (JFK) to Sarasota (SRQ)
- Flights from Los Angeles (LAX) to Sarasota (SRQ)
- Flights from Melbourne (MEL) to Sarasota (SRQ)
- Flights from Perth (PER) to Sarasota (SRQ)
- Flights from Raleigh (RDU) to Sarasota (SRQ)
- Flights from San Francisco (SFO) to Sarasota (SRQ)
- Flights from Sydney (SYD) to Sarasota (SRQ)
- Flights from Sydney (SYD) to Tampa (TPA)