Southwest Florida Guest Houses

Southwest Florida Guest Houses
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United States of America
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Our top choices for Southwest Florida guest houses

A bathroom with a white wardrobe, a patterned shower curtain, and a marble-patterned floor.

A bunk bed with a headboard, a wardrobe with multiple doors, and a ceiling fan.

A modern kitchen with a stainless steel sink, a black faucet, and a white countertop.

1. Serene Stays Naples

Serene Stays Naples

3.0 star property

Rural Estates

"Our stay at Serene Stays Naples was very pleasant. We loved the well stocked, modern kitchen and very comfortable beds. Definitely will return."

Nanette

The price is €103

€103

includes taxes & fees

5 Oct - 6 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.

A living room with a sofa, a surfboard, a flat-screen TV, and a window with blinds.

A room with two dark grey recliners with yellow cushions, a painting of a sunset over palm trees, and a view of palm trees through a window with blinds.

A bedroom with a bed, two nightstands, a painting of a beach scene, and a window with blinds.

2. TriLuxe Inn & Studios

TriLuxe Inn & Studios

2.0 star property

Iona

8.2 out of 10, Very good, (23 reviews)

8.2/10

Very good

(23 reviews)

"Honestly, not a bad place to stay for a short trip. Nice and clean rooms but very bad water pressure "

Abigail

The price is €93

€93

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.

A bathroom with a wooden vanity, a mirror, and a towel rack.

A well-lit room with a bed, a dining table, and two chairs. There is a ceiling fan, a window with blinds, and a potted plant.

A living room with a beige sofa, a red coffee table, a small wooden side table, a potted plant, and a wicker basket.

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)

10/10

Exceptional

(24 reviews)

"Clean loft studio with a short drive to the beach or historic naples! We had a great stay!"

Brittney

The price is €173

€173

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.

A compact kitchen with a refrigerator, microwave, and a coffee maker. There's a dining area with a table and chairs, and a flat-screen TV mounted on the wall displaying various channels.

A compact kitchen with a dining area, featuring a window, a sink with a dish rack, and a countertop with kitchen utensils.

A bedroom with a bed, two armchairs, a nightstand, and a lamp.

4. Summerwind Studios

Summerwind Studios

2.0 star property

Iona

8.2 out of 10, Very good, (15 reviews)

8.2/10

Very good

(15 reviews)

"Average amenities, spacious room. Support was always available and helpful when needed for check in or TV advice."

Jay

The price is €93

€93

includes taxes & fees

1 Oct - 2 Oct

Summerwind Studios

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

A grassy yard with palm trees and a wooden fence.

A hotel room with a bed, a desk, a chair, a TV mounted on the wall, and a sliding glass door leading to a balcony.

5. White Orchid Apartments

White Orchid Apartments

2.0 star property

Iona

8.4 out of 10, Very good, (58 reviews)

8.4/10

Very good

(58 reviews)

"Super clean, had everything you need, easy access and departure, good location."

Laura

The price is €93

€93

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.

A hallway with a desk, two chairs, and a window with blinds.

A balcony with a round table and chairs, large windows, and a ceiling fan.

A modern living room with a sofa, coffee table, and a TV. There is a kitchen area with appliances and cabinets.

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)

8.2/10

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."

GARY

The price is €125

€125

includes taxes & fees

13 Sept - 14 Sept

The Palmetto Inn

A lifeguard tower with a blue umbrella and a yellow flag on a sandy beach.

A covered patio area with a tiled floor and a white ceiling.

An outdoor patio with a table, chairs, and a barbecue grill.

A modern bedroom with a bed, a bedside table, a potted plant, and a wall-mounted shelf.

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)

9.8/10

Exceptional

(140 reviews)

"Wonderful place to stay! Spacious, near Siesta Key beaches, and great pizza walking distance "

Kari H.

The price is €221

€221

includes taxes & fees

13 Sept - 14 Sept

Close to Siesta Key beach with a hot tub and a large garden

A sign for Marie Selby Botanical Gardens with a landscaped garden in front.

A window with a view of a residential area, including houses and greenery.

A patio with outdoor furniture, a staircase, and potted plants.

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)

9.8/10

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."

Liz

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)

8.8/10

Excellent

(6 reviews)

"Wonderful place hosted by a very nice family"

Stephen T.

The price is €168

€168

includes taxes & fees

19 Sept - 20 Sept

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.

A small, single-story building with a porch and string lights.

A bedroom with a large bed, a bedside table, and a mirror.

A beach with people walking and sitting on the sand, and the sun is setting in the background.

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)

8.8/10

Excellent

(21 reviews)

"Great location, right on the Phillipi Creek. Host was super friendly and welcoming. "

Scott E.

The price is €314

€314

includes taxes & fees

1 Oct - 2 Oct

Siesta key Guest House 5 star on the water Private

A marina with boats docked, a wooden dock, and a clear sky.

A waterfront dining area with tables and chairs under blue umbrellas, a dock with boats, and a view of the water and distant buildings.

A spacious lobby with a grey sofa, white armchairs, and a patterned rug.

An outdoor bar area with a counter, stools, and a tiled floor.

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)

7.4/10

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"

Susan B.

The price is €191

€191

includes taxes & fees

8 Oct - 9 Oct

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

A beach with a drainage grate in the foreground and a cloudy sky above.

A bedroom with two beds, a wardrobe, a ceiling fan, and a door leading to a bathroom.

A modern kitchen with a dining area, a ceiling fan, and a view of the outdoors.

A room with a large window, a ceiling fan, a television, and a kitchen area.

12. Your Perfect Manasota Beach Paradise

Your Perfect Manasota Beach Paradise

Manasota

The price is €243

€243

includes taxes & fees

13 Oct - 14 Oct

Your Perfect Manasota Beach Paradise

A bedroom with a bed, dresser, TV, curtains, and a painting.

A bathroom with a sink, mirror, and window with blinds.

A bedroom with a bed, nightstands, a ceiling fan, a refrigerator, and a wall decoration.

A narrow hallway with a white closet on the left and a blue patterned item hanging on the wall.

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

Shad Room - Cozy Private Bedroom in a Shared Home

2.0 star property

Sebring

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.

A pathway leading to a house with neon signs and tropical plants.

A compact, modern bathroom with a sink, mirror, and potted plants.

A backyard with a hot tub, a wooden deck, a covered seating area, and a small pool.

14. With Oasis Shared Backyard

With Oasis Shared Backyard

Lake Maggiore Shore

8.2 out of 10, Very good, (36 reviews)

8.2/10

Very good

(36 reviews)

"Just stayed onenight. Will stay again"

Glen V.

With Oasis Shared Backyard

A beach with a sandy shore, a few people, and buildings in the background.

A dining area with a table, chairs, a window with blinds, a wall-mounted light, and a decorative piece.

A kitchen with a built-in oven, a bowl of lemons, and white shelves above holding plates and glasses.

A dining area with a table, two wicker chairs, a blue placemat, a white vase, a white candle, and a framed map of the United States on the wall.

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)

9.2/10

Wonderful

(10 reviews)

"Perfect little space. Clean, comfortable and you just can't beat the location. Lisa was a joy to work with. "

Laura P.

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.

A wooden deck with chairs, a railing, and a view of palm trees and houses under a sunset sky.

A room with a wooden ceiling, a round table with chairs, a ceiling fan, and large windows with blinds.

A living room with a sofa, coffee table, and a ceiling fan. There are windows with blinds and a view outside.

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, (17 reviews)

9.6/10

Exceptional

(17 reviews)

"Great location for walking to beach and local restaurants. Prefect size for my family of four."

Melissa G

The price is €296

€296

includes taxes & fees

16 Sept - 17 Sept

A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

A beach at sunset with waves and a colorful sky.

A compact kitchen with white cabinets, a microwave, a coffee machine, and a small dining area with a wooden table and chairs.

A marina with boats docked, a city skyline in the background, and a clear sky.

A patio with a white fence, a blue shade sail, outdoor furniture, and a bicycle.

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)

9.8/10

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."

Phoebe A.

The price is €161

€161

includes taxes & fees

13 Sept - 14 Sept

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

A beachside restaurant with outdoor seating, a gift shop, and a view of the ocean.

A compact kitchen with white cabinets, a dining area with white chairs, and a small table.

A coastal residential area with houses, a baseball field, and a beach.

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, (43 reviews)

9.6/10

Exceptional

(43 reviews)

"This place is adorable also properly stocked and very clean . The location is great! We thoroughly enjoyed are stay. I will be staying again in the next few weeks!"

Julie R.

The price is €257

€257

includes taxes & fees

13 Sept - 14 Sept

Charming Cottage in Pass-A-Grille Beach, Dogs Ok

A covered porch with a wicker chair, a table with a potted plant, and a door leading to a room.

A dining area with a pink ceiling, a round table with clear chairs, and a bench with colorful cushions.

A bedroom with a bed, a ceiling fan, a round mirror, and a door leading to a balcony.

A wooden door with a window, a number '3044' above it, and a wooden fence in the background.

19. Tree Top Getaway- Sleeps 4

Tree Top Getaway- Sleeps 4

Gulfport

9.0 out of 10, Wonderful, (8 reviews)

9.0/10

Wonderful

(8 reviews)

"Fun little property for a weekend getaway!"

Charlotte C.

The price is €202

€202

includes taxes & fees

13 Sept - 14 Sept

Tree Top Getaway- Sleeps 4

A modern bedroom with a large bed, a desk, a kitchenette, and a ceiling fan.

A modern living room with a brown sofa, two decorative wall panels, a woven basket, a round ottoman, and a potted plant.

A compact kitchen with a coffee machine, a plant, and a shelf with jars.

A kitchen with white cabinets, a wooden countertop, and a built-in oven.

20. Largo Palms Suite by Indian Rocks Beach

Largo Palms Suite by Indian Rocks Beach

Orange Lake Village

The price is €168

€168

includes taxes & fees

20 Sept - 21 Sept

Largo Palms Suite 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

Carlisle Inn

10/10 Excellent

"Everything is amazing I recommend"

Cesar 2-night trip

Posted 6 hours ago

Carlisle Inn

The Perry Hotel Naples

8/10 Good

"The location is unique and has a water taxi to a semi private beach The parking garage is nice and secure The bathroom soaps have a medicinal smell not fond of that"

James 3-night trip

Posted 7 hours ago

The Perry Hotel Naples

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