Search Guest Houses in Southwest Florida

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Guest Houses in Southwest Florida

White Orchid Apartments

2.0 star property
Iona
8.2 out of 10, Very Good, (48)
"Place was nice and private. "
United States
Dawn
The price is SAR 206
SAR 352 total
includes taxes & fees
4 Dec - 5 Dec
White Orchid Apartments

Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!

Naples
10.0 out of 10, Exceptional, (17)
"Very nice place and the owner was very nice and responsive "
United States
Alexander G.
The price is SAR 420
SAR 858 total
includes taxes & fees
5 Dec - 6 Dec
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!

Summerwind Studios

2.0 star property
Iona
8.0 out of 10, Very Good, (11)
"Very clean and roomy. Quiet neighborhood. Loves the shower; so relaxing. Only complaint is that we could have used some drinking glasses. I would stay here again. "
United States
Micki
The price is SAR 206
SAR 352 total
includes taxes & fees
14 Dec - 15 Dec
Summerwind Studios

Close to Siesta Key beach with a hot tub and a large garden

Sarasota
9.8 out of 10, Exceptional, (111)
"This place is a must stay we could not fault the place they have thought of everything. Highly recommend this place."
United Kingdom
Danny P.
The price is SAR 424
SAR 923 total
includes taxes & fees
7 Dec - 8 Dec
Close to Siesta Key beach with a hot tub and a large garden

Close to Beaches and 5th Ave

Central Naples
8.8 out of 10, Excellent, (8)
"Great place. Easy to find and it was quiet in the neighborhood! "
United States
Stephen M.
The price is SAR 282
SAR 763 total
includes taxes & fees
4 Dec - 5 Dec
Close to Beaches and 5th Ave

Quick and Easy Walk Downtown - Tons of Amenities

Central Sarasota
9.8 out of 10, Exceptional, (120)
"Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!"
United States
Kristin
The price is SAR 508
SAR 823 total
includes taxes & fees
7 Dec - 8 Dec
Quick and Easy Walk Downtown - Tons of Amenities

Magical Guesthouse 1 mi from SRQ airport

Whitfield Estates
10.0 out of 10, Exceptional, (3)
"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 SAR 912
SAR 1,423 total
includes taxes & fees
1 Jan - 2 January 2026
Magical Guesthouse 1 mi from SRQ airport

Siesta key Guest House 5 star on the water Private

South Sarasota
9.0 out of 10, Wonderful, (18)
"House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend."
United States
Giancarlo
The price is SAR 938
SAR 1,807 total
includes taxes & fees
31 Dec - 1 January 2026
Siesta key Guest House 5 star on the water Private

With Oasis Shared Backyard

Lake Maggiore Shore
8.4 out of 10, Very Good, (35)
"My stay was enjoyable. The owner was helpful with everything. Was great for the price."
United States
william a.
The price is SAR 353
SAR 559 total
includes taxes & fees
7 Dec - 8 Dec
With Oasis Shared Backyard

Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Pass-a-Grille
9.6 out of 10, Exceptional, (31)
"my sister and I enjoyed the space very much. the dogs enjoyed the nice fenced yard. thank you! lovely area!"
United States
Liz E.
The price is SAR 437
SAR 1,116 total
includes taxes & fees
9 Dec - 10 Dec
Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

Largo
10.0 out of 10, Exceptional, (53)
"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 SAR 556
SAR 1,042 total
includes taxes & fees
2 Jan - 3 January 2026
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Historic Old Northeast
9.8 out of 10, Exceptional, (13)
"Tiny, but great great location."
United States
Ellen j.
The price is SAR 352
SAR 735 total
includes taxes & fees
4 Dec - 5 Dec
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Pass-a-Grille
The price is SAR 446
SAR 928 total
includes taxes & fees
18 Dec - 19 Dec
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

Pass-a-Grille
9.4 out of 10, Exceptional, (15)
" Very close to the beach, several diners, safe and beautiful area. Highly recommend if you have a small group on your getaway, doesn’t get much better"
United States
Justin R.
The price is SAR 563
SAR 1,323 total
includes taxes & fees
4 Dec - 5 Dec
A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
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