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, (117 reviews)
"Wonderful location in the center of Boca Grande. Easy walk to beachside. "
United States
Maria
The price is ¥22,238
¥24,797 total
includes taxes & fees
May 3 - May 4
The Palmetto Inn

Summerwind Studios

Summerwind Studios
2.0 star property
Iona
8.2 out of 10, Very Good, (15 reviews)
"The room was clean and had everything that I needed. The tv is too small it needs to be a 65'. The door to the other unit that is not in use needs taken out as the noises from the othe unit is like they are in the same roon with you. The lighting on the side of the building could be better, but all in all it was ok and I would return again. "
United States
Craig
The price is ¥9,405
¥15,643 total
includes taxes & fees
May 14 - May 15
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 ¥12,593
¥30,437 total
includes taxes & fees
Apr 30 - May 1
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)
"Clean, easy access, quiet, best bed and sheets ever!!!"
United States
Brooke
The price is ¥9,227
¥15,448 total
includes taxes & fees
May 14 - May 15
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, (122 reviews)
"We loved our stay here!! The place was clean and comfortable. Definitely coming back! "
United States
Cresta Blanca
The price is ¥18,039
¥40,337 total
includes taxes & fees
May 11 - May 12
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, (9 reviews)
"Great central location to move about Naples"
United States
Chris B.
The price is ¥12,275
¥33,217 total
includes taxes & fees
May 4 - May 5
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, (128 reviews)
"Great location, very comfortable and loved the extras. "
United States
Robert B.
The price is ¥19,101
¥31,808 total
includes taxes & fees
May 3 - May 4
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)
"Property and amenities were wonderful and Roy was very helpful."
United States
Dar C.
The price is ¥23,912
¥56,511 total
includes taxes & fees
Apr 30 - May 1
Siesta key Guest House 5 star on the water Private

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 ¥20,404
¥39,214 total
includes taxes & fees
May 3 - May 4
Magical Guesthouse 1 mi from SRQ airport

Gulf Front Guest House

Gulf Front Guest House
Anna Maria
9.4 out of 10, Exceptional, (3 reviews)
"The open stairway as you step out of the bathroom seemed hazardous. Perhaps a built-in gate at the top of the stairs would be helpful. Beautiful spot, beach!"
United States
Patricia W.
The price is ¥78,908
¥129,213 total
includes taxes & fees
May 2 - May 3
Gulf Front Guest House

With Oasis Shared Backyard

With Oasis Shared Backyard
Lake Maggiore Shore
8.2 out of 10, Very Good, (36 reviews)
"Just stayed onenight. Will stay again"
United States
Glen V.
The price is ¥14,985
¥23,724 total
includes taxes & fees
May 10 - May 11
With Oasis Shared Backyard

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, (58 reviews)
"This was perfect for my husband and I. Such a cute comfortable place. Great location to restaurants, beach, grocery stores and a lot more. The hosts were very easy to communicate with. Would definitely stay here again!"
United States
Lisa W.
The price is ¥18,332
¥40,912 total
includes taxes & fees
Apr 30 - May 1
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, (16 reviews)
"Great location "
United States
Jeffrey F.
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Tree Top Getaway- Sleeps 4

Tree Top Getaway- Sleeps 4
Gulfport
9.6 out of 10, Exceptional, (7 reviews)
"Fun little property for a weekend getaway!"
United States
Charlotte C.
The price is ¥28,924
¥45,200 total
includes taxes & fees
May 28 - May 29
Tree Top Getaway- Sleeps 4

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, (34 reviews)
"Great place for the two of us. Would stay there again. "
United States
Tommy M.
The price is ¥33,208
¥68,434 total
includes taxes & fees
May 27 - May 28
Charming Cottage in Pass-A-Grille Beach, Dogs Ok

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 ¥44,278
¥86,723 total
includes taxes & fees
May 14 - May 15
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

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

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Madeira Beach
The price is ¥15,750
¥44,396 total
includes taxes & fees
May 7 - May 8
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
589
Accommodation
7 Guest Houses
Lowest Price
¥15,448
Highest Price
¥129,213

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