Holiday Homes in Southwest Florida

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Featured Holiday Homes in Southwest Florida and around

Our top choices for Southwest Florida holiday homes

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
Siesta Heron Suites & Villas

Charming Florida Beach Home w King Bed Patio

2.0 star property
10.0 out of 10, Exceptional, (2)
"The best place to stay! Super clean home and friendly service. I would stay here again. "
The price is €284
includes taxes & fees
1 Oct - 2 Oct
Charming Florida Beach Home w King Bed Patio

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (46)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
The price is €244
includes taxes & fees
2 Sept - 3 Sept
Siesta Key Island Rentals

Relaxing 2BR Florida Home Close to Beach

2.0 star property
The price is €313
includes taxes & fees
29 Sept - 30 Sept
Relaxing 2BR Florida Home Close to Beach

The Ultimate Fishing Retreat- Comfortable and Convenient!

2.0 star property
9.8 out of 10, Exceptional, (11)
"Great place"
The price is €401
includes taxes & fees
1 Sept - 2 Sept
The Ultimate Fishing Retreat- Comfortable and Convenient!

Charming home near Anna Maria Island with Jacuzzi

2.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
The price is €226
includes taxes & fees
1 Sept - 2 Sept
Charming home near Anna Maria Island with Jacuzzi

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

2.0 star property
10.0 out of 10, Exceptional, (18)
"Great stay! Nice place and location!"
The price is €300
includes taxes & fees
1 Sept - 2 Sept
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Completely remodeled beautiful waterfront property on canal with dock

9.6 out of 10, Exceptional, (61)
"Overall was very clean and comfortable, we enjoyed our stay"
The price is €234
includes taxes & fees
1 Sept - 2 Sept
Completely remodeled beautiful waterfront property on canal with dock

Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

9.6 out of 10, Exceptional, (35)
"Looking forward to staying there again."
The price is €391
includes taxes & fees
1 Sept - 2 Sept
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

9.2 out of 10, Wonderful, (37)
"This cottage was clean, convenient and comfortable for all of us! We loved being able to walk to the beach without driving and we also enjoyed the grill!"
The price is €444
includes taxes & fees
4 Sept - 5 Sept
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

9.6 out of 10, Exceptional, (52)
"Love the two beds, two baths!"
The price is €206
includes taxes & fees
29 Sept - 30 Sept
Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts!

Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

The price is €169
includes taxes & fees
2 Sept - 3 Sept
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Elwood Park Gem: Spacious 3br Prime Location 3 Bedroom Home

3.0 star property
The price is €372
includes taxes & fees
1 Sept - 2 Sept
Elwood Park Gem: Spacious 3br Prime Location 3 Bedroom Home

Myakka River

9.8 out of 10, Exceptional, (18)
"We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again "
Myakka River

#D Seatuit/Boat/Swin/Kayak/Fish/Vacay #D

9.8 out of 10, Exceptional, (29)
"We stayed for spring break to escape the cold! Was a very nice time! The pool was so close it was great! The kitchen had everything we needed. Overall a great stay. "
The price is €300
includes taxes & fees
2 Sept - 3 Sept
#D Seatuit/Boat/Swin/Kayak/Fish/Vacay #D

Charming Beach Cottage with private pool - only 2 miles to stunning Bonita Beach

10.0 out of 10, Exceptional, (163)
"A wonderful home to stay in!! We were more than happy with all.the amennities, and the host was very attentive and we had a great stay. ***** five star location "
The price is €344
includes taxes & fees
13 Sept - 14 Sept
Charming Beach Cottage with private pool - only 2 miles to stunning Bonita Beach

NEW!! The “WATERSIDE” COTTAGE~With dockage

10.0 out of 10, Exceptional, (41)
"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "
The price is €346
includes taxes & fees
1 Sept - 2 Sept
NEW!! The “WATERSIDE” COTTAGE~With dockage

Gulf Coast Retreat: 3BR Canal Front with Pool

2.0 star property
10.0 out of 10, Exceptional, (25)
"Gulf coast retreat was a perfect home away from home! The location was fantastic. The space itself was clean, comfortable, and exactly as described in the listing. I especially appreciate the clean heated pool, the well-stocked kitchen, the comfortable bed, etc. The host was responsive and easy to communicate with, making check-in and check-out a breeze. I would definitely recommend this place to anyone looking for a relaxing and enjoyable stay in Cape coral."
Gulf Coast Retreat: 3BR Canal Front with Pool

Bamboo Oasis B - 5 miles to Beach & Downtown

10.0 out of 10, Exceptional, (28)
"We overnighted at Thanksgiving and everything was great. We are looking forward to returning for a longer stay! Perfect for anyone visiting family/friends in Naples. Very charming place!"
The price is €208
includes taxes & fees
29 Sept - 30 Sept
Bamboo Oasis B - 5 miles to Beach & Downtown

(A) Beautiful home 28 minutes from the beach. 2 bedroom home.

9.4 out of 10, Exceptional, (30)
"We have enjoyed the stay very much! "
(A) Beautiful home 28 minutes from the beach. 2 bedroom home.
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

Southwest Florida Holiday Homes information

Number of reviews
Accommodation
975 Holiday Homes
Lowest Price
€244
Highest Price
€1,160

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