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 €236
includes taxes & fees
28 Jun - 29 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 €81
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 €81
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 €81
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 €166
includes taxes & fees
6 Jul - 7 Jul
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!

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 €213
includes taxes & fees
15 Jun - 16 Jun
Close to Siesta Key beach with a hot tub and a large garden

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 €182
includes taxes & fees
18 Jun - 19 Jun
Close to Beaches and 5th Ave

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 €161
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 €311
includes taxes & fees
17 Jun - 18 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 €208
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 €217
includes taxes & fees
29 Jun - 30 Jun
Magical Guesthouse 1 mi from SRQ airport

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Pass-a-Grille
9.0 out of 10, Wonderful, (7 reviews)
"Perfect little space. Clean, comfortable and you just can't beat the location. Lisa was a joy to work with. "
United States
Laura P.
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

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 €228
includes taxes & fees
14 Jun - 15 Jun
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

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 €206
includes taxes & fees
15 Jun - 16 Jun
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

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 €514
includes taxes & fees
14 Jul - 15 Jul
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

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 €330
includes taxes & fees
29 Jun - 30 Jun
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 €664
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

Find out more about Southwest Florida

Southwest Florida Guest Houses information

Number of reviews
641
Accommodation
9 Guest Houses
Lowest Price
€81
Highest Price
€664

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