Search Guest Houses in Southwest Florida

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Our top choices for Southwest Florida guest houses

White Orchid Apartments

White Orchid Apartments
2.0 star property
Iona
8.2 out of 10, Very good, (53 reviews)
"Clean, easy access, quiet, best bed and sheets ever!!!"
United States
Brooke
The price is €130
includes taxes & fees
15 Mar - 16 Mar
White Orchid Apartments

Summerwind Studios

Summerwind Studios
2.0 star property
Iona
8.2 out of 10, Very good, (13 reviews)
"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 €132
includes taxes & fees
15 Mar - 16 Mar
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, (18 reviews)
"that is really a superb place, book it!"
Germany
Felix I.
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, (119 reviews)
"Great location. Very nice accomodations. Shower was fabulous"
United States
mark b.
The price is €226
includes taxes & fees
31 Mar - 1 Apr
Close to Siesta Key beach with a hot tub and a large garden

Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
9.0 out of 10, Wonderful, (19 reviews)
"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 €335
includes taxes & fees
22 Mar - 23 Mar
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, (124 reviews)
"Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!"
United States
Kristin
The price is €291
includes taxes & fees
22 Mar - 23 Mar
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 €274
includes taxes & fees
23 Mar - 24 Mar
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 €764
includes taxes & fees
29 Mar - 30 Mar
Gulf Front Guest House

Tiki Hut Hideaway -close to beach - New 7 Hole Mini Golf

Tiki Hut Hideaway -close to beach - New 7 Hole Mini Golf
Vanderbilt Beach
Tiki Hut Hideaway -close to beach - New 7 Hole Mini Golf

With Oasis Shared Backyard

With Oasis Shared Backyard
Lake Maggiore Shore
8.4 out of 10, Very good, (35 reviews)
"My stay was enjoyable. The owner was helpful with everything. Was great for the price."
United States
william a.
The price is €131
includes taxes & fees
5 Mar - 6 Mar
With Oasis Shared Backyard

Plush K&Q Beds w/ Hot Tub near St Pete & Beaches

Plush K&Q Beds w/ Hot Tub near St Pete & Beaches
St. Petersburg
9.4 out of 10, Exceptional, (6 reviews)
"Beautiful stay, very clean and comfy. Easy access. "
United States
Anonymous traveller
The price is €234
includes taxes & fees
29 Mar - 30 Mar
Plush K&Q Beds w/ Hot Tub near St Pete & Beaches

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

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Historic Old Northeast
9.6 out of 10, Exceptional, (15 reviews)
"Great location!!Small space, but worked well for my wife and I.We had a great time, so no complaints."
United States
Joseph F.
The price is €283
includes taxes & fees
8 Mar - 9 Mar
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

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, (53 reviews)
"The place was spotless and so cute! It was very well equipped, right down to a spare toothbrush, thank God! Shops and food are a short drive or walk away! Ms. Lynn was very easy to get ahold of with a quick text, and really thought of everything! We would absolutely stay here again!"
United States
Brooke W.
The price is €251
includes taxes & fees
4 Apr - 5 Apr
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

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, (33 reviews)
"Easy check in n out! Great place and location."
United States
Robert H.
The price is €514
includes taxes & fees
29 Mar - 30 Mar
Charming Cottage in Pass-A-Grille Beach, Dogs Ok

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

A Hidden Gem Steps to Pass-a-Grille Beach Dogs 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 €638
includes taxes & fees
26 Mar - 27 Mar
A Hidden Gem Steps to 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 €1,523
includes taxes & fees
4 Apr - 5 Apr
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
474
Accommodation
7 Guest Houses
Lowest Price
€130
Highest Price
€1,523

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