A crowded beach with people sunbathing and swimming.

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Our top choices for Southwest Florida guest houses

1. 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 ¥8,551
¥14,660 total
includes taxes & fees
Oct 22 - Oct 23
White Orchid Apartments

2. Serene Stays Naples

Serene Stays Naples
3.0 star property
Rural Estates
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at Serene Stays Naples was very pleasant. We loved the well stocked, modern kitchen and very comfortable beds. Definitely will return."
United States
Nanette
The price is ¥24,252
¥26,920 total
includes taxes & fees
Nov 3 - Nov 4
Serene Stays Naples

3. TriLuxe Inn & Studios

TriLuxe Inn & Studios
2.0 star property
Iona
8.2 out of 10, Very good, (24 reviews)
"The property is off site and you MUST read all information or check in will be very challenging. Staff member I spoke with was great - but this is an off site property and I wasn’t aware (my fault). In a neighborhood that looks a little sketchy….."
United States
Lora Lee
The price is ¥8,323
¥14,405 total
includes taxes & fees
Nov 12 - Nov 13
TriLuxe Inn & Studios

4. 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, (25 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 ¥14,107
¥32,183 total
includes taxes & fees
Oct 21 - Oct 22
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!

5. 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 ¥7,949
¥13,988 total
includes taxes & fees
Oct 22 - Oct 23
Summerwind Studios

6. The Palmetto Inn

The Palmetto Inn
3.0 star property
Downtown Boca Grande Historic District
8.2 out of 10, Very good, (128 reviews)
"Great service and great place. Live the hot plate to cook on!!"
United States
Lindsay
The price is ¥19,259
¥21,475 total
includes taxes & fees
Oct 21 - Oct 22
The Palmetto Inn

7. 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, (141 reviews)
"Wonderful place to stay! Spacious, near Siesta Key beaches, and great pizza walking distance "
United States
Kari H.
The price is ¥17,832
¥40,214 total
includes taxes & fees
Oct 25 - Oct 26
Close to Siesta Key beach with a hot tub and a large garden

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

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (140 reviews)
"Stephanie is a great host. The coach house is very clean and comfortable and all of the extras available to us made the trip so good - like beach chairs, umbrellas, e-bikes. It’s a great location with Main Street walkable and fantastic beaches by car."
United Kingdom
Liz
The price is ¥18,818
¥31,737 total
includes taxes & fees
Oct 26 - Oct 27
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

9. Cozy studio "glamping" shack 2 miles from Englewood Beach!

Cozy studio "glamping" shack 2 miles from Englewood Beach!
Englewood Central
8.8 out of 10, Excellent, (6 reviews)
"Wonderful place hosted by a very nice family"
United States
Stephen T.
The price is ¥11,888
¥30,354 total
includes taxes & fees
Oct 27 - Oct 28
Cozy studio "glamping" shack 2 miles from Englewood Beach!

10. Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
8.8 out of 10, Excellent, (21 reviews)
"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "
United States
Scott E.
The price is ¥15,802
¥46,300 total
includes taxes & fees
Oct 22 - Oct 23
Siesta key Guest House 5 star on the water Private

11. 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 ¥17,991
¥33,942 total
includes taxes & fees
Oct 22 - Oct 23
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

12. 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 ¥14,900
¥23,590 total
includes taxes & fees
Oct 22 - Oct 23
With Oasis Shared Backyard

13. Largo Palms: Coastal House, Patio & Workspace

Largo Palms: Coastal House, Patio & Workspace
Orange Lake Village
The price is ¥16,133
¥60,237 total
includes taxes & fees
Nov 16 - Nov 17
Largo Palms: Coastal House, Patio & Workspace

14. 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, (62 reviews)
"Nice place to stay. It’s 1 mile from the beach and lots of good food options close by. "
United States
Max W.
The price is ¥18,229
¥40,999 total
includes taxes & fees
Nov 6 - Nov 7
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

15. Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Pass-a-Grille
9.2 out of 10, Wonderful, (10 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 ¥17,721
¥44,733 total
includes taxes & fees
Oct 21 - Oct 22
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

16. 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
9.6 out of 10, Exceptional, (18 reviews)
"Great location for walking to beach and local restaurants. Prefect size for my family of four."
United States
Melissa G
The price is ¥25,208
¥63,063 total
includes taxes & fees
Oct 25 - Oct 26
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

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

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Historic Old Northeast
9.8 out of 10, Exceptional, (18 reviews)
"Great location "
United States
Jeffrey F.
The price is ¥12,364
¥31,588 total
includes taxes & fees
Nov 2 - Nov 3
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

18. Largo Palms: Coastal Suite, King Bed & Yard

Largo Palms: Coastal Suite, King Bed & Yard
Orange Lake Village
The price is ¥7,481
¥29,628 total
includes taxes & fees
Nov 2 - Nov 3
Largo Palms: Coastal Suite, King Bed & Yard

19. 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, (46 reviews)
"Perfect place for a getaway"
United States
Barbara F.
Charming Cottage in 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

Find out more about Southwest Florida

Southwest Florida Guest Houses information

Number of reviews
741
Accommodation
9 Guest Houses
Lowest Price
¥13,988
Highest Price
¥63,063

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