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. 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)
"We had the most wonderful stay despite the cold temps for most it! The staff at our location are above and beyond to make sure you have everything you need! Highly recommend!"
Sahra S.
The price is AU$472
includes taxes & fees
31 Aug - 1 Sept
2. 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$665
includes taxes & fees
31 Aug - 1 Sept
3. "Stingray" 3 miles to Anna Marie
"Stingray" 3 miles to Anna MarieBradenton
9.6 out of 10, Exceptional, (35 reviews)
"Property was great and location was ideal for our weekend getaway"
Agnieszka
The price is AU$412
includes taxes & fees
31 Aug - 1 Sept
4. Tropical Oasis Near AMI | Pool + Dogs Welcome
Tropical Oasis Near AMI | Pool + Dogs WelcomeBradenton
10.0 out of 10, Exceptional, (89 reviews)
"Everything was above and beyond excellent! Very well equipped and cozy home feels."
Carly S.
The price is AU$834
includes taxes & fees
31 Aug - 1 Sept
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, (35 reviews)
"Very comfortable, clean, convenient location. Great place to stay."
Karen B.
The price is AU$467
includes taxes & fees
1 Sept - 2 Sept
6. Free Heated Pool•5 min drive to AMI•Hot Tub•Near IMG•Fire Pit•Full Kitchen
Free Heated Pool•5 min drive to AMI•Hot Tub•Near IMG•Fire Pit•Full KitchenBradenton
9.8 out of 10, Exceptional, (33 reviews)
"Clean house in a great area! Good communication with host. "
Tyler B.
The price is AU$782
includes taxes & fees
31 Aug - 1 Sept
7. 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 AU$412
includes taxes & fees
31 Aug - 1 Sept
8. IMG Lake & Beach Home Pool White Sand Beaches Aug, Sept, Oct, Nov, Dec SPECIALS!
IMG Lake & Beach Home Pool White Sand Beaches Aug, Sept, 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$732
includes taxes & fees
31 Aug - 1 Sept
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
Private holiday homes
Condos
Save an average of 15% on thousands of hotels when you're signed in
Top Longboat Key Hotel Reviews
The Resort at Longboat Key Club
10/10 Excellent
Find out more about Longboat Key
Longboat Key Holiday Homes information
Number of reviews | 1,014 |
|---|---|
Accommodation | 157 Holiday Homes |
Lowest Price | AU$412 |
Highest Price | AU$941 |
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)