Southwest Florida Holiday Rentals

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Holiday Rentals in Southwest Florida

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (626)
"Great property, incredible staff, local area and dining was great as well, will be back!"
The price is HK$761
HK$1,153 total
includes taxes & fees
8 Oct - 9 Oct
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1493)
"Right on the beach and there are several shops and restaurants/bars with in close walking distance! "
The price is HK$1,310
HK$1,461 total
includes taxes & fees
8 Sept - 9 Sept
Edison Beach House

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

9.6 out of 10, Exceptional, (97)
"Everything was perfect."
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2169)
"Friendly staff, room was really clean!"
Hibiscus Suites - Gateway to Siesta Key

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (978)
"Great stay and well managed. Also, very clean and comfortable rooms. "
The price is HK$1,232
HK$1,379 total
includes taxes & fees
26 Sept - 27 Sept
The Suites at Fishermen’s Village- 2 Bedroom Suites

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2218)
"Beautiful property and great location "
Bellasera Resort

Sundial Beach Resort & Spa

5.0 star property
8.6 out of 10, Excellent, (2576)
"Very nice Resort. Not a 5 star but they are remodeling. Easy access to the beautiful beach. Resturants were very good. Service was excellent. We went off season so there was not may people on the property which we liked."
The price is HK$2,386
HK$3,687 total
includes taxes & fees
12 Sept - 13 Sept
Sundial Beach Resort & Spa

Marco Beach Vacation Suites

3.5 star property
8.0 out of 10, Very good, (814)
"good"
Marco Beach Vacation Suites

Tiny House Siesta

2.0 star property
8.4 out of 10, Very good, (321)
"Place was great close to all locations Was a fun tiny experience I recommend. Sarasota was excellent "
The price is HK$618
HK$1,138 total
includes taxes & fees
8 Sept - 9 Sept
Tiny House Siesta

Marriott's Crystal Shores

3.5 star property
9.2 out of 10, Wonderful, (224)
"Beautiful property "
The price is HK$4,671
HK$5,185 total
includes taxes & fees
8 Sept - 9 Sept
Marriott's Crystal Shores

GullWing Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (929)
"The property was in a great location, right on the beach. The pool was really night and the room was much more than we expected. Shout out to the Front Desk staff!!"
GullWing Beach Resort

Kon Tiki Inn

2.5 star property
10.0 out of 10, Exceptional, (229)
"We love everything about this place Debbie and her husband are awesome from check in to check out this is a 5 star resort and we will be back many more times"
Kon Tiki Inn

Bradenton Apartments by Landing

4.0 star property
7.4 out of 10, Good, (43)
"Absolutely beautiful location has everything you need n makes you feel like home"
Bradenton Apartments by Landing

Newly Remodeled! 5 Min to Beach, Private Pool, Outdoor TV, Fire Pit & Bikes!

10.0 out of 10, Exceptional, (59)
"Our stay was wonderful. The house had everything we needed, and more. The bikes and beach chairs and umbrella were so handy to use while we visited. The pool was great too. "
Newly Remodeled! 5 Min to Beach, Private Pool, Outdoor TV, Fire Pit & Bikes!

Island Inn

3.5 star property
9.4 out of 10, Exceptional, (1101)
"Right on the beach!"
The price is HK$1,786
HK$1,991 total
includes taxes & fees
8 Sept - 9 Sept
Island Inn

GreenLinks Golf Villas at Lely Resort

3.0 star property
9.4 out of 10, Exceptional, (528)
"Great location. Easy and very friendly check-in"
GreenLinks Golf Villas at Lely Resort

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (434)
"Clean and welcoming property"
Venice Beach Villas

Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

9.8 out of 10, Exceptional, (61)
"Perfect home for a family getaway "
The price is HK$1,762
HK$3,810 total
includes taxes & fees
9 Sept - 10 Sept
Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

Lovers Key Resort

3.0 star property
8.8 out of 10, Excellent, (1005)
"We enjoyed the pool and watching the dolphins from bay front."
Lovers Key Resort

Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!

9.4 out of 10, Exceptional, (38)
"Great home with all needed comforts. Beach is right behind it when is low tide, otherwise beach access is only a block away. Home is clean, modern and comfortable with amazing sunrises. "
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!
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.
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Top Southwest Florida Hotel Reviews

Find out more about Southwest Florida

Find out more about Southwest Florida

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