A crowded beach with people sunbathing and swimming.

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Our top choices for Southwest Florida guest houses

1. Serene Stays Naples

Serene Stays Naples
3.0 star property
Rural Estates
The price is ¥17,258
¥19,157 total
includes taxes & fees
Sep 7 - Sep 8
Serene Stays Naples

2. TriLuxe Inn & Studios

TriLuxe Inn & Studios
2.0 star property
Iona
8.2 out of 10, Very Good, (23 reviews)
"Honestly, not a bad place to stay for a short trip. Nice and clean rooms but very bad water pressure "
United States
Abigail
The price is ¥10,894
¥17,328 total
includes taxes & fees
Oct 1 - Oct 2
TriLuxe Inn & Studios

3. 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, (24 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 ¥12,783
¥31,167 total
includes taxes & fees
Sep 22 - Sep 23
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!

4. 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 ¥10,567
¥16,963 total
includes taxes & fees
Oct 1 - Oct 2
Summerwind Studios

5. 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 ¥10,349
¥16,720 total
includes taxes & fees
Oct 1 - Oct 2
White Orchid Apartments

6. The Palmetto Inn

The Palmetto Inn
3.0 star property
Downtown Boca Grande Historic District
8.2 out of 10, Very Good, (125 reviews)
"Wow! Such a great place to stay! Everything was great! The location is the best! Everything was so clean and new. We’re already planning our next stay here. I highly recommend it."
United States
GARY
The price is ¥26,365
¥29,398 total
includes taxes & fees
Sep 15 - Sep 16
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, (139 reviews)
"Wonderful place to stay! Spacious, near Siesta Key beaches, and great pizza walking distance "
United States
Kari H.
The price is ¥17,976
¥40,295 total
includes taxes & fees
Sep 8 - Sep 9
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, (137 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 ¥17,158
¥29,654 total
includes taxes & fees
Sep 7 - Sep 8
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

9. 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 ¥23,969
¥57,125 total
includes taxes & fees
Sep 3 - Sep 4
Siesta key Guest House 5 star on the water Private

10. 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 ¥12,016
¥30,680 total
includes taxes & fees
Sep 9 - Sep 10
Cozy studio "glamping" shack 2 miles from Englewood Beach!

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 ¥18,192
¥34,641 total
includes taxes & fees
Sep 5 - Sep 6
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

12. Shad Room - Cozy Private Bedroom in a Shared Home

Shad Room - Cozy Private Bedroom in a Shared Home
2.0 star property
Sebring
The price is ¥9,973
¥23,444 total
includes taxes & fees
Sep 3 - Sep 4
Shad Room - Cozy Private Bedroom in a Shared Home

13. With Oasis Shared Backyard

With Oasis Shared Backyard
Lake Maggiore Shore
8.2 out of 10, Very Good, (36 reviews)
"We arrived and the outside area was very messy compared to the photos. Also the camper stunk of sewage so bad we could not continue to stay. Inside the camper there were bugs in the shower. When contacted we did not get a refund and basically were told there was nothing they can do. The owner had not connected the sewage correctly which caused the smell, they did fix it but it was too late. "
United States
madison c.
The price is ¥15,060
¥23,843 total
includes taxes & fees
Sep 4 - Sep 5
With Oasis Shared Backyard

14. 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 ¥16,874
¥42,279 total
includes taxes & fees
Sep 17 - Sep 18
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

15. 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, (17 reviews)
"Great location for walking to beach and local restaurants. Prefect size for my family of four."
United States
Melissa G
The price is ¥18,903
¥55,189 total
includes taxes & fees
Sep 9 - Sep 10
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

16. 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 ¥20,833
¥36,492 total
includes taxes & fees
Sep 6 - Sep 7
Tree Top Getaway- Sleeps 4

17. 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, (42 reviews)
"Perfect place for a getaway"
United States
Barbara F.
The price is ¥16,931
¥47,473 total
includes taxes & fees
Sep 9 - Sep 10
Charming Cottage in Pass-A-Grille Beach, Dogs Ok

18. Largo Palms Suite by Indian Rocks Beach

Largo Palms Suite by Indian Rocks Beach
Orange Lake Village
The price is ¥7,943
¥30,547 total
includes taxes & fees
Sep 21 - Sep 22
Largo Palms Suite by Indian Rocks Beach

19. 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 ¥18,424
¥41,278 total
includes taxes & fees
Sep 6 - Sep 7
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”

20. 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)
"The property was great and exactly what we needed! The location was within walking distance to so may great spots and the guide Lisa provided was super helpful."
United States
Phoebe A.
The price is ¥12,304
¥30,143 total
includes taxes & fees
Sep 7 - Sep 8
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
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
709
Accommodation
7 Guest Houses
Lowest Price
¥16,720
Highest Price
¥57,125

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