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, (121 reviews)
"Wonderful location in the center of Boca Grande. Easy walk to beachside. "
United States
Maria
The price is ¥39,176
¥43,682 total
includes taxes & fees
Jun 7 - Jun 8
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 ¥8,091
¥14,192 total
includes taxes & fees
Jun 18 - Jun 19
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 ¥8,091
¥14,192 total
includes taxes & fees
Jun 18 - Jun 19
Summerwind Studios

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, (21 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 ¥12,472
¥30,354 total
includes taxes & fees
Jun 16 - Jun 17
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!

White Orchid Apartments

White Orchid Apartments
2.0 star property
Iona
8.4 out of 10, Very Good, (57 reviews)
"Super clean, had everything you need, easy access and departure, good location."
United States
Laura
The price is ¥8,707
¥14,879 total
includes taxes & fees
Jun 18 - Jun 19
White Orchid Apartments

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 ¥17,275
¥39,043 total
includes taxes & fees
Jun 9 - Jun 10
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 ¥12,312
¥32,838 total
includes taxes & fees
Jun 17 - Jun 18
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 ¥17,299
¥29,796 total
includes taxes & fees
Jun 22 - Jun 23
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 ¥23,985
¥57,484 total
includes taxes & fees
Jun 16 - Jun 17
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 ¥19,178
¥35,347 total
includes taxes & fees
Jun 5 - Jun 6
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 ¥25,112
¥43,666 total
includes taxes & fees
Jun 29 - Jun 30
Magical Guesthouse 1 mi from SRQ airport

Tree Top Getaway- Sleeps 4

Tree Top Getaway- Sleeps 4
Gulfport
9.0 out of 10, Wonderful, (8 reviews)
"Fun little property for a weekend getaway!"
United States
Charlotte C.
The price is ¥22,041
¥37,716 total
includes taxes & fees
Jun 5 - Jun 6
Tree Top Getaway- Sleeps 4

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, (59 reviews)
"It was great! Would definitely stay again!"
United States
Stacie B.
The price is ¥18,389
¥41,359 total
includes taxes & fees
Jun 7 - Jun 8
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

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.
The price is ¥24,151
¥52,226 total
includes taxes & fees
Jun 7 - Jun 8
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

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 ¥15,355
¥37,225 total
includes taxes & fees
Jun 8 - Jun 9
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 ¥32,236
¥72,269 total
includes taxes & fees
Jun 10 - Jun 11
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, (36 reviews)
"Great place for the two of us. Would stay there again. "
United States
Tommy M.
The price is ¥29,021
¥61,729 total
includes taxes & fees
Jun 30 - Jul 1
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
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
585
Accommodation
9 Guest Houses
Lowest Price
¥14,192
Highest Price
¥72,269

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