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 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 193
AED 334 total
includes taxes & fees
27 Jun - 28 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 195
AED 336 total
includes taxes & fees
27 Jun - 28 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 207
AED 350 total
includes taxes & fees
27 Jun - 28 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 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

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

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
9 Jun - 10 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 551
AED 1,302 total
includes taxes & fees
9 Jun - 10 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 860 total
includes taxes & fees
9 Jun - 10 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 485
AED 911 total
includes taxes & fees
5 Jul - 6 Jul
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, (59 reviews)
"It was great! Would definitely stay again!"
United States
Stacie B.
The price is AED 422
AED 950 total
includes taxes & fees
9 Jun - 10 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 605
AED 1,488 total
includes taxes & fees
10 Jun - 11 Jun
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, (38 reviews)
"Great place for the two of us. Would stay there again. "
United States
Tommy M.
The price is AED 638
AED 1,378 total
includes taxes & fees
30 Jun - 1 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 441
AED 1,118 total
includes taxes & fees
21 Jun - 22 Jun
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