Find Chalets in Florida from $400

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9
In one month
Nov 21 - Nov 23
In two months
Dec 19 - Dec 21

Chalets in Florida

Exterior
Naples Amore - Heated Pool/Spa, Pizza Oven, Playground, EV Charger, Grill, 5BR
Naples Amore - Heated Pool/Spa, Pizza Oven, Playground, EV Charger, Grill, 5BR
10.0 out of 10, Exceptional, (2)
"We had incredible stay, from pre-booking to post-stay we had fluid communication. The home absorbed our group of 11 perfectly and we leveraged the Pizza Oven and outdoor amenities after spending hours on the beach via the bikes and full suite of anything you could need for a family day on the sand. Location is ideal, close to everything. "
United States
Annie B.
Naples Amore - Heated Pool/Spa, Pizza Oven, Playground, EV Charger, Grill, 5BR
Exterior
NEW! Manatee Cove Main House Star5Vacations
NEW! Manatee Cove Main House Star5Vacations
10.0 out of 10, Exceptional, (13)
"Nice place on the river!"
United States
Mac M.
NEW! Manatee Cove Main House Star5Vacations
Pool
Close to all resorts, gated 4br 3bth w/ Pool/Jacuzzi😎 Perfect for the Parks🌴
Close to all resorts, gated 4br 3bth w/ Pool/Jacuzzi😎 Perfect for the Parks🌴
9.6 out of 10, Exceptional, (24)
"Really enjoyed my stay here, tucked away in a quiet neighborhood and close to the parks!"
United States
Ryan Q.
Close to all resorts, gated 4br 3bth w/ Pool/Jacuzzi😎 Perfect for the Parks🌴
Exterior
2 Bedroom 2 Bath Beach 1 min Walk 8 People Keyless Dog ok
2 Bedroom 2 Bath Beach 1 min Walk 8 People Keyless Dog ok
9.2 out of 10, Wonderful, (42)
"Beach access, Publix, liquor store and bunch of restaurants within walking distance. Very convenient access to Miami Beach. "
United States
Michael
2 Bedroom 2 Bath Beach 1 min Walk 8 People Keyless Dog ok
Exterior
4-bedroom chalet in fabulous Brandon with pool
4-bedroom chalet in fabulous Brandon with pool
10.0 out of 10, Exceptional, (2)
"Had a great stay betsy and her husband we’re great host to work with let us have a party and a live DJ we had multiple friends there to enjoy the beautiful house big yard wonderful pool definitely recommend this listing and will be doing it again in the future"
United States
kiara C.
$358 nightly
The price is $400
Oct 25 - Oct 26
Total with taxes and fees
4-bedroom chalet in fabulous Brandon with pool
Interior
Manatee Cove Compound Retreat Star5Vacations
Manatee Cove Compound Retreat Star5Vacations
10.0 out of 10, Exceptional, (3)
"5*"
United States
J W.
Manatee Cove Compound Retreat Star5Vacations
Pool
Beautiful Riverfront Chalet w/ Pool & Boat Dock- Old Florida Fun- Pet Friendly!
Beautiful Riverfront Chalet w/ Pool & Boat Dock- Old Florida Fun- Pet Friendly!
9.4 out of 10, Exceptional, (83)
"Our family had such an amazing time . Highly recommend this place . "
United States
Rosanne S.
Beautiful Riverfront Chalet w/ Pool & Boat Dock- Old Florida Fun- Pet Friendly!
Property grounds
Weeki River Lodge Star5Vacations
Weeki River Lodge Star5Vacations
9.6 out of 10, Exceptional, (36)
"We enjoyed our stay, and our family made plenty of memories. The host was very responsive to address any issues that arose. "
United States
Nikie W.
Weeki River Lodge Star5Vacations
Exterior
2 Bedroom 2 Bath Beach 1 min Walk 8 People Keyless Dog ok
2 Bedroom 2 Bath Beach 1 min Walk 8 People Keyless Dog ok
9.0 out of 10, Wonderful, (14)
"The cabin was very clean and in a great resort. I very much recommend this cabin!"
United States
Jacob W.
2 Bedroom 2 Bath Beach 1 min Walk 8 People Keyless Dog ok
Property grounds
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio
9.8 out of 10, Exceptional, (6)
"Great location to beach, food and entertainment. All within walking distance. Unit was like home aeay from home."
United States
Linda
$642 nightly
The price is $716
Nov 22 - Nov 23
Total with taxes and fees
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio
Exterior
Tropical Chalet w/ 3 King Bedrooms. 3 patios, and an Above-Ground Pool!
Tropical Chalet w/ 3 King Bedrooms. 3 patios, and an Above-Ground Pool!
10.0 out of 10, Exceptional, (15)
"We enjoyed staying at this home, used the pool frequently with the kids and enjoyed most of the days on the back patio under the fans enjoying the Florida days and nights. All of the bedrooms were spacious and there were plenty of amenities close by. Would definitely recommend staying at this peaceful relaxing home."
United States
Joshua P.
Tropical Chalet w/ 3 King Bedrooms. 3 patios, and an Above-Ground Pool!
Exterior
2+ Acres Lot 3BR/2BA 2200 Sq.ft - Salt Heated Pool
2+ Acres Lot 3BR/2BA 2200 Sq.ft - Salt Heated Pool
9.0 out of 10, Wonderful, (28)
"Spacious home on a large lot. It was perfect for visiting family that lives close by and for getting to Boca Grande."
United States
Michael H.
2+ Acres Lot 3BR/2BA 2200 Sq.ft - Salt Heated Pool
Property grounds
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr
10.0 out of 10, Exceptional, (5)
"We had a great time at Siesta key and this house was fantastic! Super easy check in/out, very clean, loves the beach chairs and umbrella - great touch!"
United States
Amy L.
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr
Outdoor dining
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr & Studio
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr & Studio
10.0 out of 10, Exceptional, (2)
"Property was well taken care of. Extras like coffee, shampoo, soaps, laundry, dishwasher, etc. was unexpected and very welcomed. Nice location and walk to beach was key to our stay!"
United States
Shellie K.
$1,393 nightly
The price is $1,554
Nov 4 - Nov 5
Total with taxes and fees
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr & Studio
Outdoor dining
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr
10.0 out of 10, Exceptional, (2)
"Great stay, thank you for the hospitality! "
United States
Laura S.
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr
Outdoor dining
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio
8.0 out of 10, Very Good, (4)
"Great location"
United States
Sarah H.
$483 nightly
The price is $539
Nov 4 - Nov 5
Total with taxes and fees
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, Studio
Exterior
Enjoyable Townhouse 4Bed/3Bath/Pool/5Min From Disney
Enjoyable Townhouse 4Bed/3Bath/Pool/5Min From Disney
9.6 out of 10, Exceptional, (5)
"The property was nice, clean and in a great location. We enjoyed our time. "
United States
Raynette M.
Enjoyable Townhouse 4Bed/3Bath/Pool/5Min From Disney
Exterior
Modern Townhouse 4Bed/3Bath/Pool/5Min Disney
Modern Townhouse 4Bed/3Bath/Pool/5Min Disney
10.0 out of 10, Exceptional, (4)
"Great place and very attentive host."
United States
Leslie P.
Modern Townhouse 4Bed/3Bath/Pool/5Min Disney
Outdoor dining
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr
9.6 out of 10, Exceptional, (5)
"Owner provided all the beach items and the place was clean and well kept."
United States
John P.
Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 2bdr
Exterior
Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida
Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida
9.6 out of 10, Exceptional, (17)
"Older home in a beautiful nature setting, 5 adults plenty of room. Secluded but short drive to everything "
United States
Clair C.
Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Florida Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Always love it here "
Sarah 3-night trip
Posted 13 hours ago
Universal's Cabana Bay Beach Resort

Find out more about Florida

Florida Chalets information

Number of reviews
305
Accommodation
68 Chalets
Lowest Price
$400
Highest Price
$1,554

Explore a world of travel with Expedia