A crowded beach with people sunbathing and swimming.

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Check prices for these dates

Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept
In one month
2 Oct - 4 Oct
In two months
30 Oct - 1 Nov

Our top choices for Southwest Florida guest houses

1. Serene Stays Naples

Serene Stays Naples
3.0 star property
Rural Estates
The price is HK$847
HK$940 total
includes taxes & fees
7 Sept - 8 Sept
Serene Stays Naples
A turquoise convertible Porsche and a black motorcycle parked on a lawn with palm trees and a house in the background.

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 HK$533
HK$848 total
includes taxes & fees
1 Oct - 2 Oct
TriLuxe Inn & Studios
A kitchen with a white stove, a coffee maker, and a large green plant in a vase on the counter.

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 HK$627
HK$1,506 total
includes taxes & fees
19 Sept - 20 Sept
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!
A room with two reclining chairs and a standing chair with a metal frame.

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 HK$533
HK$848 total
includes taxes & fees
1 Oct - 2 Oct
Summerwind Studios
A covered patio with tiled flooring, wooden lounge chairs, and a small table.

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 HK$533
HK$848 total
includes taxes & fees
1 Oct - 2 Oct
White Orchid Apartments
A bedroom with a bed, bedside tables, a ceiling fan, and artwork on the wall.

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 HK$1,294
HK$1,442 total
includes taxes & fees
7 Sept - 8 Sept
The Palmetto Inn
A lifeguard tower with a blue umbrella and a yellow flag on a sandy beach.

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, (140 reviews)
"Wonderful place to stay! Spacious, near Siesta Key beaches, and great pizza walking distance "
United States
Kari H.
The price is HK$882
HK$1,962 total
includes taxes & fees
8 Sept - 9 Sept
Close to Siesta Key beach with a hot tub and a large garden
A beach with gentle waves and a sunset.

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 HK$823
HK$1,432 total
includes taxes & fees
7 Sept - 8 Sept
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
A covered outdoor deck with a ceiling fan, wooden railing, and a seating area with cushions.

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 HK$1,176
HK$2,787 total
includes taxes & fees
15 Sept - 16 Sept
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 HK$588
HK$1,501 total
includes taxes & fees
11 Sept - 12 Sept
Cozy studio "glamping" shack 2 miles from Englewood Beach!
A marina with boats docked, a wooden dock, and a clear sky.

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 HK$893
HK$1,676 total
includes taxes & fees
6 Sept - 7 Sept
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
A bedroom with a bed, dresser, TV, curtains, and a painting.

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 HK$521
HK$1,185 total
includes taxes & fees
6 Sept - 7 Sept
Shad Room - Cozy Private Bedroom in a Shared Home
A wooden outdoor bar area with a clear view of the backyard, including a wooden fence, palm trees, and a small pool.

13. 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 HK$737
HK$1,167 total
includes taxes & fees
7 Sept - 8 Sept
With Oasis Shared Backyard
A beach with a sandy shore, a few people, and buildings in the background.

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 HK$969
HK$2,226 total
includes taxes & fees
8 Sept - 9 Sept
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
An aerial view of a coastal town with a long sandy beach, a marina, and residential buildings.

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 HK$941
HK$2,719 total
includes taxes & fees
9 Sept - 10 Sept
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
A covered porch with a wicker chair, a table with a potted plant, and a door leading to a room.

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 HK$1,022
HK$1,767 total
includes taxes & fees
7 Sept - 8 Sept
Tree Top Getaway- Sleeps 4
An aerial view of a coastal town with a long sandy beach, a marina, and residential buildings.

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 HK$1,078
HK$2,644 total
includes taxes & fees
13 Sept - 14 Sept
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
A modern bedroom with a large bed, a desk, a kitchenette, and a ceiling fan.

18. Largo Palms Suite by Indian Rocks Beach

Largo Palms Suite by Indian Rocks Beach
Orange Lake Village
The price is HK$390
HK$1,499 total
includes taxes & fees
7 Sept - 8 Sept
Largo Palms Suite by Indian Rocks Beach
A compact kitchen with white cabinets, a microwave, and a sink. There is a dining area with a table and chairs, and a bed with a floral bedspread.

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 HK$902
HK$2,020 total
includes taxes & fees
7 Sept - 8 Sept
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”
A beach at sunset with waves and a colorful sky.

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 HK$602
HK$1,475 total
includes taxes & fees
7 Sept - 8 Sept
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

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

10/10 Excellent
"Fantastic trip - clean, spacious rooms; fantastic facilities with great food and drinks; and fun pool options. Highlight was definitely the boat ride to Big Hickory Island. A must!"
Annabel 2-night trip
Posted 1 hour ago
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Find out more about Southwest Florida

Southwest Florida Guest Houses information

Number of reviews
710
Accommodation
7 Guest Houses
Lowest Price
HK$848
Highest Price
HK$2,795

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