Southwest Florida Holiday Rentals

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Check prices for these dates

Tonight
18 Nov - 19 Nov
Tomorrow
19 Nov - 20 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Holiday Rentals in Southwest Florida

Exercise/lap pool
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4.0 star property
Bonita Springs
9.2 out of 10, Wonderful, (704)
"great staff, nice rooms, quiet and pleasant get away"
United States
Andy
The price is S$232
includes taxes & fees
1 Dec - 2 Dec
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
Sarasota
8.6 out of 10, Excellent, (2195)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5.0 star property
Mid Island
8.6 out of 10, Excellent, (2581)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is S$552
includes taxes & fees
1 Dec - 2 Dec
Sundial Beach Resort & Spa
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1033)
"Clean room, beautiful area, excellent staff"
United States
Crystal
The price is S$312
includes taxes & fees
24 Nov - 25 Nov
The Suites at Fishermen’s Village- 2 Bedroom Suites
Beach/ocean view
Edison Beach House

Edison Beach House

3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1555)
"All around great place to stay"
United States
David
The price is S$258
includes taxes & fees
19 Nov - 20 Nov
Edison Beach House
Outdoor pool
GullWing Beach Resort

GullWing Beach Resort

3.5 star property
South Island
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
GullWing Beach Resort
Living area
Lazy Cuckoo Inn

Lazy Cuckoo Inn

2.0 star property
Fort Myers Beach
9.0 out of 10, Wonderful, (220)
"Great location and very clean, cute place"
United States
Sarah
The price is S$120
includes taxes & fees
20 Nov - 21 Nov
Lazy Cuckoo Inn
Property entrance
Wiggins Pass Chalet

Wiggins Pass Chalet

4.0 star property
Naples
9.6 out of 10, Exceptional, (237)
"Room was very clean, staff was awesome, and the location was perfect. I will definitely stay here again."
United States
Tamisha
Wiggins Pass Chalet
Outdoor pool, open 9:00 AM to 8:00 PM, free pool cabanas, pool loungers
Bellasera Resort

Bellasera Resort

4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2225)
"Beautiful property and great location "
United States
Reinaldo
The price is S$651
includes taxes & fees
30 Nov - 1 Dec
Bellasera Resort
Beach nearby, white sand, beach towels
Marco Beach Vacation Suites

Marco Beach Vacation Suites

3.5 star property
South End
8.0 out of 10, Very good, (814)
"Exelent"
United States
Aismaris
Marco Beach Vacation Suites
Living area
Tiny House Siesta

Tiny House Siesta

2.0 star property
Sarasota
8.4 out of 10, Very good, (342)
"Enjoyable stay. "
United States
Lori
The price is S$273
includes taxes & fees
6 Dec - 7 Dec
Tiny House Siesta
Beach/ocean view
Island Inn

Island Inn

3.5 star property
West End
9.4 out of 10, Exceptional, (1116)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
The price is S$346
includes taxes & fees
30 Nov - 1 Dec
Island Inn
Balcony view
Lovers Key Resort

Lovers Key Resort

3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1013)
"Nice place"
United States
patrick
Lovers Key Resort
Exterior
Kon Tiki Inn

Kon Tiki Inn

2.5 star property
Venice Island
10.0 out of 10, Exceptional, (243)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
The price is S$239
includes taxes & fees
15 Dec - 16 Dec
Kon Tiki Inn
Living area
Marriott's Crystal Shores

Marriott's Crystal Shores

3.5 star property
South End
9.2 out of 10, Wonderful, (225)
"Beautiful property "
United States
Rose
The price is S$835
includes taxes & fees
19 Nov - 20 Nov
Marriott's Crystal Shores
Beach
GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

3.0 star property
Naples
9.4 out of 10, Exceptional, (535)
"It was an awesome stay. Quiet, calm and relaxing"
United States
Guillermo
GreenLinks Golf Villas at Lely Resort
Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach

Tropical Villas of Venice Beach

3.5 star property
Venice Island
9.6 out of 10, Exceptional, (239)
"Great Location !!"
United States
Orleys
Tropical Villas of Venice Beach
Exterior
Bradenton Apartments by Landing

Bradenton Apartments by Landing

4.5 star property
Bradenton
7.6 out of 10, Good, (53)
"Perfect place "
United States
chavelys
Bradenton Apartments by Landing
Living area
Swivel On Anchor

Swivel On Anchor

2.5 star property
Bradenton
2.0 out of 10, (2)
"Was supposed to depart at 6. I showed up at 5:15 and waited until 6 before i started calling their phone number. Had to call 15 times before i got an answer and they said they didnt know i booked it. Said they would have a captain out in 40 minutes. Called me back 20 minutes later to tell me they didnt have a captain. This was 2 weeks ago and i still haven't received a refund. There's either super unprofessional or scam artists."
United States
Chris
The price is S$227
includes taxes & fees
19 Nov - 20 Nov
Swivel On Anchor
Beach/ocean view
Sanibel Siesta on the Beach

Sanibel Siesta on the Beach

2.5 star property
Mid Island
10.0 out of 10, Exceptional, (2)
"Near the beach beautiful views and very quiet"
Mexico
Alberto
Sanibel Siesta on the Beach
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

Fairways Inn of Naples

Fairways Inn of Naples

10/10 Excellent
"Only good things to say about this place. The rooms were great, the kitchen had everything we needed, the mattress was super comfortable, and the continental breakfast had all the essentials. The hotel is clean and has a really nice atmosphere overall. Big shoutout to the blonde girl at the reception (Megan?!) — she was so lovely and happy to help with anything we needed. Totally recommend this hotel!"
Eduarda 3-night trip
Posted 2 days ago
Fairways Inn of Naples