A crowded beach with people sunbathing and swimming.

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Southwest Florida guest houses

A covered patio with tiled flooring, wooden lounge chairs, and a small table.

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 NZ$165
includes taxes & fees
16 Oct - 17 Oct
White Orchid Apartments
A modern kitchen with white cabinetry, a marble floor, and a built-in oven.

2. Serene Stays Naples

Serene Stays Naples
3.0 star property
Rural Estates
10.0 out of 10, Exceptional, (1 review)
"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 NZ$255
includes taxes & fees
21 Oct - 22 Oct
Serene Stays Naples
A turquoise convertible Porsche and a black motorcycle parked on a lawn with palm trees and a house in the background.

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 NZ$157
includes taxes & fees
19 Oct - 20 Oct
TriLuxe Inn & Studios
A bedroom with a bed, bedside tables, a ceiling fan, and artwork on the wall.

4. The Palmetto Inn

The Palmetto Inn
3.0 star property
Downtown Boca Grande Historic District
8.2 out of 10, Very good, (127 reviews)
"Great service and great place. Live the hot plate to cook on!!"
United States
Lindsay
The price is NZ$248
includes taxes & fees
14 Oct - 15 Oct
The Palmetto Inn
A room with two reclining chairs and a standing chair with a metal frame.

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 NZ$155
includes taxes & fees
12 Nov - 13 Nov
Summerwind Studios
A kitchen with a white stove, a coffee maker, and a plant in a glass vase on the counter.

6. 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 NZ$360
includes taxes & fees
13 Oct - 14 Oct
Cozy serene affordable loft in a quiet neighborhood 15-20 minutes to the beach!
A waterfront hotel with multiple buildings, a central gazebo, and palm trees.

7. Close to Beaches and 5th Ave

Close to Beaches and 5th Ave
Central Naples
9.0 out of 10, Wonderful, (10 reviews)
"The stay was great! perfect place for 1-2 people, I really enjoyed it!"
United States
Ken F.
The price is NZ$362
includes taxes & fees
13 Oct - 14 Oct
Close to Beaches and 5th Ave
A lifeguard tower with a blue umbrella and a yellow flag on a sandy beach.

8. 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 NZ$442
includes taxes & fees
17 Oct - 18 Oct
Close to Siesta Key beach with a hot tub and a large garden
Beach

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 NZ$338
includes taxes & fees
18 Oct - 19 Oct
Cozy studio "glamping" shack 2 miles from Englewood Beach!
A covered outdoor deck with a ceiling fan, wooden railing, and a seating area with cushions.

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 NZ$518
includes taxes & fees
13 Oct - 14 Oct
Siesta key Guest House 5 star on the water Private
A beach with gentle waves and a sunset.

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

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (139 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 NZ$323
includes taxes & fees
13 Oct - 14 Oct
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
A marina with boats docked, a wooden dock, and a clear sky.

12. 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 NZ$381
includes taxes & fees
13 Oct - 14 Oct
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
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 NZ$265
includes taxes & fees
15 Oct - 16 Oct
With Oasis Shared Backyard
A bedroom with a bed, a ceiling fan, a desk, and a kitchenette.

14. Largo Palms Suite by Indian Rocks Beach

Largo Palms Suite by Indian Rocks Beach
Orange Lake Village
The price is NZ$346
includes taxes & fees
27 Oct - 28 Oct
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.

15. 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 NZ$461
includes taxes & fees
13 Oct - 14 Oct
Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet”
A beach with a sandy shore, a few people, and buildings in the background.

16. 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 NZ$503
includes taxes & fees
11 Nov - 12 Nov
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.

17. 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 NZ$755
includes taxes & fees
27 Oct - 28 Oct
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
An aerial view of a coastal town with a long sandy beach, a marina, and residential buildings.

18. 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.
The price is NZ$617
includes taxes & fees
21 Oct - 22 Oct
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
A beach at sunset with waves and a colorful sky.

19. 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 NZ$378
includes taxes & fees
13 Oct - 14 Oct
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
A living room with a brown leather sofa, a glass coffee table, and a painting of a beach scene.

20. Largo Palms House by Indian Rocks Beach

Largo Palms House by Indian Rocks Beach
Orange Lake Village
The price is NZ$716
includes taxes & fees
9 Nov - 10 Nov
Largo Palms House by Indian Rocks Beach
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

Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

10/10 Excellent
"Was a great stay! Clean, comfortable beds, water bottles in the room. Would stay again. The only thing I didn’t like was no early check in or no late check out unless you want to pay an additional $50. No thanks, not for an hour…."
Lynette 1-night trip
Posted less than an hour ago
Compass by Margaritaville Hotel Naples

Find out more about Southwest Florida

Southwest Florida Guest Houses information

Number of reviews
619
Accommodation
7 Guest Houses
Lowest Price
NZ$155
Highest Price
NZ$755

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