Search Guest Houses in Southwest Florida

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Our top choices for Southwest Florida guest houses

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 AED 212
AED 356 total
includes taxes & fees
21 May - 22 May
Summerwind Studios

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 AED 217
AED 360 total
includes taxes & fees
21 May - 22 May
White Orchid Apartments

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 AED 973
AED 1,085 total
includes taxes & fees
25 May - 26 May
The Palmetto Inn

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 AED 286
AED 697 total
includes taxes & fees
19 May - 20 May
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, (125 reviews)
"We loved our stay here!! The place was clean and comfortable. Definitely coming back! "
United States
Cresta Blanca
The price is AED 415
AED 917 total
includes taxes & fees
25 May - 26 May
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 754 total
includes taxes & fees
25 May - 26 May
Close to Beaches and 5th Ave

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 AED 551
AED 1,302 total
includes taxes & fees
18 May - 19 May
Siesta key Guest House 5 star on the water Private

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

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (131 reviews)
"Great location, very comfortable and loved the extras. "
United States
Robert B.
The price is AED 478
AED 776 total
includes taxes & fees
2 Jun - 3 Jun
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

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 900 total
includes taxes & fees
18 May - 19 May
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 AED 1,469
AED 2,519 total
includes taxes & fees
18 May - 19 May
Gulf Front Guest House

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Pass-a-Grille
8.8 out of 10, Excellent, (6 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 AED 574
AED 1,236 total
includes taxes & fees
20 May - 21 May
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)
"I would definitely stay here again."
United States
Cole P.
The price is AED 422
AED 950 total
includes taxes & fees
19 May - 20 May
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, (17 reviews)
"Great location "
United States
Jeffrey F.
The price is AED 353
AED 844 total
includes taxes & fees
25 May - 26 May
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 AED 740
AED 1,656 total
includes taxes & fees
25 May - 26 May
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

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 AED 736
AED 1,129 total
includes taxes & fees
14 Jun - 15 Jun
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, (35 reviews)
"Great place for the two of us. Would stay there again. "
United States
Tommy M.
The price is AED 650
AED 1,414 total
includes taxes & fees
3 Jun - 4 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 AED 1,165
AED 2,013 total
includes taxes & fees
3 Jun - 4 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