A crowded beach with people sunbathing and swimming.

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

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 ￥8,533
￥14,629 total
includes taxes & fees
Oct 27 - Oct 28
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, (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 ￥24,200
￥26,862 total
includes taxes & fees
Nov 18 - Nov 19
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 ￥8,305
￥14,374 total
includes taxes & fees
Oct 31 - Nov 1
TriLuxe Inn & Studios
A kitchen with a white stove, a coffee maker, and a plant in a glass vase on the counter.

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 ￥15,659
￥34,187 total
includes taxes & fees
Oct 27 - Oct 28
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.

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 ￥7,938
￥13,968 total
includes taxes & fees
Oct 25 - Oct 26
Summerwind Studios
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, (128 reviews)
"Great service and great place. Live the hot plate to cook on!!"
United States
Lindsay
The price is ￥19,218
￥21,429 total
includes taxes & fees
Oct 25 - Oct 26
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, (142 reviews)
"place was spotless when we arrived.. and had excellent communication with the host from start to finish. the location was perfect for our family vacation and we had an amazing time!"
United States
Robert R.
The price is ￥17,794
￥40,286 total
includes taxes & fees
Oct 26 - Oct 27
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, (140 reviews)
"Cute place in a great location! Accurate listing, clean, and easy place to relax."
United States
Kathleen R.
The price is ￥18,436
￥31,132 total
includes taxes & fees
Oct 26 - Oct 27
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
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 ￥11,863
￥30,290 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥15,817
￥46,502 total
includes taxes & fees
Oct 26 - Oct 27
Siesta key Guest House 5 star on the water Private
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 ￥18,008
￥33,974 total
includes taxes & fees
Oct 24 - Oct 25
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.

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 ￥14,868
￥23,539 total
includes taxes & fees
Oct 25 - Oct 26
With Oasis Shared Backyard
A living room with a brown leather sofa, a glass coffee table, and a painting of a beach scene.

13. Largo Palms: Coastal House, Patio & Workspace

Largo Palms: Coastal House, Patio & Workspace
Orange Lake Village
The price is ￥15,923
￥59,939 total
includes taxes & fees
Nov 16 - Nov 17
Largo Palms: Coastal House, Patio & Workspace
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.

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 ￥18,190
￥40,911 total
includes taxes & fees
Nov 6 - Nov 7
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.

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 ￥18,519
￥45,756 total
includes taxes & fees
Nov 15 - Nov 16
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.

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 ￥22,882
￥59,729 total
includes taxes & fees
Oct 25 - Oct 26
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
A beach at sunset with waves and a colorful sky.

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 ￥12,337
￥31,520 total
includes taxes & fees
Nov 2 - Nov 3
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
A bedroom with a bed, a ceiling fan, a desk, and a kitchenette.

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

Largo Palms: Coastal Suite, King Bed & Yard
Orange Lake Village
The price is ￥7,488
￥29,497 total
includes taxes & fees
Oct 25 - Oct 26
Largo Palms: Coastal Suite, King Bed & Yard
An aerial view of a coastal town with a long sandy beach, a marina, and residential buildings.

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

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

10/10 Excellent
"Excellent hotel if you want to stay there for a few days"
Gabriel 1-night trip
Posted 5 hours ago
Holiday Inn Express Cape Coral-Fort Myers Area by IHG