Holiday Homes in Southwest Florida

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Featured Holiday Homes in Southwest Florida

Siesta Heron Suites & Villas

3.5 star property
Siesta Key
8.4 out of 10, Very good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is NZ$614
includes taxes & fees
24 Nov - 25 Nov
Siesta Heron Suites & Villas

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Pelican
9.4 out of 10, Exceptional, (37)
"Enjoyed our stay - very welcoming and owners are very responsive to needs."
United States
Steven K.
The price is NZ$447
includes taxes & fees
18 Nov - 19 Nov
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

2/1 Hidden Gem

Naples
9.8 out of 10, Exceptional, (15)
"It was so relaxing and close to everything, really enjoyed the stay ! "
United States
janice G.
The price is NZ$368
includes taxes & fees
17 Nov - 18 Nov
2/1 Hidden Gem

Beautiful & Relaxing Room #2 Lehigh Acres with Private Entrance

Lehigh Acres
The price is NZ$182
includes taxes & fees
17 Nov - 18 Nov
Beautiful & Relaxing Room #2 Lehigh Acres with Private Entrance

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Sunny Shores
9.4 out of 10, Exceptional, (35)
"Excellent for a family trip."
United States
RHEA
The price is NZ$828
includes taxes & fees
17 Nov - 18 Nov
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Tiny Carriage House, close to AMI, Bikes, walkable

2.0 star property
Bradenton
10.0 out of 10, Exceptional, (10)
"Stayed here while visiting family over the weekend. Location is great, the tiny house has everything you need. We'll definitely stay here again."
United States
Chris A.
The price is NZ$453
includes taxes & fees
17 Nov - 18 Nov
Tiny Carriage House, close to AMI, Bikes, walkable

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

East Naples
9.4 out of 10, Exceptional, (16)
"Location was central to most anywhere in Naples. Host was super communicative. Great stay all around"
United States
Mike B.
The price is NZ$501
includes taxes & fees
17 Nov - 18 Nov
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Old Floridian cottage in Historic Gulf Village

Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Had a nice stay. Clean and well equipped."
United States
Debi D.
The price is NZ$440
includes taxes & fees
17 Nov - 18 Nov
Old Floridian cottage in Historic Gulf Village

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

Bradenton
9.4 out of 10, Exceptional, (67)
"Everything was great! Check in instructions were very easy."
United States
SARA
The price is NZ$244
includes taxes & fees
17 Nov - 18 Nov
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

South Venice
10.0 out of 10, Exceptional, (42)
"Loved this house. It is beautifully decorated and has everything you need. The location is great just a short drive to the beaches. The owners also supplied nice beach chairs, towels, and everything you need to sift for shark teeth. Will definitely try to book again on our next stay in Venice."
United States
Betsy N.
The price is NZ$610
includes taxes & fees
16 Dec - 17 Dec
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear

Charming home near Anna Maria Island with Jacuzzi

2.0 star property
Bradenton
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
United States
Kyle S.
The price is NZ$492
includes taxes & fees
18 Nov - 19 Nov
Charming home near Anna Maria Island with Jacuzzi

Perfect Getaway with the pool

North Port
10.0 out of 10, Exceptional, (26)
"Nice house."
United States
joanne f.
The price is NZ$676
includes taxes & fees
20 Nov - 21 Nov
Perfect Getaway with the pool

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

Sarasota
9.6 out of 10, Exceptional, (35)
"Looking forward to staying there again."
United States
aimen s.
The price is NZ$775
includes taxes & fees
17 Nov - 18 Nov
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

Hibiscus House Bed Breakfast Citrus Room

2.0 star property
Fort Myers River District
The price is NZ$352
includes taxes & fees
11 Dec - 12 Dec
Hibiscus House Bed Breakfast Citrus Room

Peaceful Room 15 Minutes from Downtown or Beach

Sarasota Springs
9.6 out of 10, Exceptional, (25)
"Excellent stay the accommodations in the house was absolutely marvelous"
United States
Dustin P.
The price is NZ$228
includes taxes & fees
17 Nov - 18 Nov
Peaceful Room 15 Minutes from Downtown or Beach

Walk to Siesta key beach | Private Dock | Patio | Pool

Siesta Key Village
9.4 out of 10, Exceptional, (14)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
Walk to Siesta key beach | Private Dock | Patio | Pool

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

2.0 star property
Sabal Harbour
10.0 out of 10, Exceptional, (19)
"Everything was great!"
United States
Lisa and Colin M.
The price is NZ$609
includes taxes & fees
30 Nov - 1 Dec
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Completely remodeled beautiful waterfront property on canal with dock

Port Charlotte
9.6 out of 10, Exceptional, (61)
"The house was perfect for us..Clean very nice. Jim was the perfect host. Thinking about coming down next year."
United States
LISA j.
The price is NZ$473
includes taxes & fees
17 Nov - 18 Nov
Completely remodeled beautiful waterfront property on canal with dock

Mimosa Memories

South Venice
9.4 out of 10, Exceptional, (29)
"The house was cute, its an older house, but nicely decorated. Could definitely use an overhaul with cleaning. All the vents in the house were clogged with dust and the showerheads could definitely be replaced. They were pretty gross. The bathroom ceiling had orange stains all over it. But with some updating it could be really nice. We couldnt enjoy the back covered in patio at all. Everytime we attempted to sit out there, the neighbors dogs barked insessantly. Sometimes someone would come out...
United States
Derick L.
Mimosa Memories

The Ultimate Fishing Retreat- Comfortable and Convenient!

2.0 star property
Ochopee
9.8 out of 10, Exceptional, (13)
"Great place"
United States
Matt
The price is NZ$806
includes taxes & fees
17 Nov - 18 Nov
The Ultimate Fishing Retreat- Comfortable and Convenient!
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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