Search Guest Houses in Southwest Florida

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Our top choices for Southwest Florida guest houses

The Palmetto Inn

The Palmetto Inn
3.0 star property
Downtown Boca Grande Historic District
8.2 out of 10, Very Good, (122 reviews)
"Wow! Such a great place to stay! Everything was great! The location is the best! Everything was so clean and new. We’re already planning our next stay here. I highly recommend it."
United States
GARY
The price is AED 900
AED 1,003 total
includes taxes & fees
21 Jun - 22 Jun
The Palmetto Inn

TriLuxe Inn & Studios

TriLuxe Inn & Studios
2.0 star property
Iona
8.2 out of 10, Very Good, (23 reviews)
"We arrived after dark. And the neighborhood seemed sketchy."
United States
Laurie
The price is AED 184
AED 324 total
includes taxes & fees
18 Jun - 19 Jun
TriLuxe Inn & Studios

Summerwind Studios

Summerwind Studios
2.0 star property
Iona
8.2 out of 10, Very Good, (15 reviews)
"Average amenities, spacious room. Support was always available and helpful when needed for check in or TV advice."
United States
Jay
The price is AED 196
AED 337 total
includes taxes & fees
18 Jun - 19 Jun
Summerwind Studios

White Orchid Apartments

White Orchid Apartments
2.0 star property
Iona
8.4 out of 10, Very Good, (58 reviews)
"Super clean, had everything you need, easy access and departure, good location."
United States
Laura
The price is AED 202
AED 344 total
includes taxes & fees
18 Jun - 19 Jun
White Orchid Apartments

Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!

Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!
Naples
10.0 out of 10, Exceptional, (22 reviews)
"Clean loft studio with a short drive to the beach or historic naples! We had a great stay!"
United States
Brittney
The price is AED 279
AED 689 total
includes taxes & fees
6 Jul - 7 Jul
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!

Close to Beaches and 5th Ave

Close to Beaches and 5th Ave
Central Naples
9.0 out of 10, Wonderful, (10 reviews)
"Great central location to move about Naples"
United States
Chris B.
The price is AED 283
AED 765 total
includes taxes & fees
14 Jun - 15 Jun
Close to Beaches and 5th Ave

Close to Siesta Key beach with a hot tub and a large garden

Close to Siesta Key beach with a hot tub and a large garden
Sarasota
9.8 out of 10, Exceptional, (128 reviews)
"We loved our stay here!! The place was clean and comfortable. Definitely coming back! "
United States
Cresta Blanca
The price is AED 393
AED 900 total
includes taxes & fees
15 Jun - 16 Jun
Close to Siesta Key beach with a hot tub and a large garden

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (133 reviews)
"Great communication. Walking distance too many restaurants and attractions in Downtown Sarasota. Quiet neighbor and lovely accommodations."
United States
Louise
The price is AED 382
AED 667 total
includes taxes & fees
16 Jun - 17 Jun
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
8.6 out of 10, Excellent, (20 reviews)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
United States
Scott E.
The price is AED 367
AED 1,087 total
includes taxes & fees
14 Jun - 15 Jun
Siesta key Guest House 5 star on the water Private

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
Whitfield Estates
7.4 out of 10, Good, (6 reviews)
"Looking for a couple nights close to Anna Maria Island without being ON the island. Turns out we were here once before and didnt realize it was the same place. Love the "Back Yard" surprises"
United States
Susan B.
The price is AED 481
AED 878 total
includes taxes & fees
14 Jun - 15 Jun
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport
Whitfield Estates
10.0 out of 10, Exceptional, (3 reviews)
"This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay."
United States
Alyssa D.
The price is AED 470
AED 904 total
includes taxes & fees
29 Jun - 30 Jun
Magical Guesthouse 1 mi from SRQ airport

Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”
Largo
10.0 out of 10, Exceptional, (60 reviews)
"It was great! Would definitely stay again!"
United States
Stacie B.
The price is AED 422
AED 946 total
includes taxes & fees
14 Jun - 15 Jun
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
Pass-a-Grille
9.4 out of 10, Exceptional, (15 reviews)
"Beautiful apartment. Very clean and well appointed. Easy check in. Perfect location. Host very accommodating. "
United States
Colleen F.
The price is AED 1,172
AED 2,167 total
includes taxes & fees
14 Jul - 15 Jul
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Historic Old Northeast
9.8 out of 10, Exceptional, (18 reviews)
"Great location "
United States
Jeffrey F.
The price is AED 353
AED 844 total
includes taxes & fees
15 Jun - 16 Jun
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Pass-a-Grille
9.6 out of 10, Exceptional, (39 reviews)
"Great place for the two of us. Would stay there again. "
United States
Tommy M.
The price is AED 798
AED 1,585 total
includes taxes & fees
14 Jul - 15 Jul
Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Madeira Beach
The price is AED 1,767
AED 2,763 total
includes taxes & fees
7 Jul - 8 Jul
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
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