A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Southwest Florida Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Southwest Florida vacation rentals

A modern hotel room with a kitchenette, a bed, a seating area, and a wardrobe.

1. StudioRes by Marriott Fort Myers Airport

Fort Myers

Joseph

CA $112 total

includes taxes & fees

Nov 17 - Nov 18

A covered outdoor area with a table and chairs, a ceiling fan, and a view of a beach with palm trees and a boat.

2. Island Inn

West End

Nicole

CA $379 total

includes taxes & fees

Nov 8 - Nov 9

A beach with a thatched-roof structure, palm trees, and a view of the sea.

3. The Suites at Fishermen’s Village

Punta Gorda Isles

John

CA $294 total

includes taxes & fees

Nov 30 - Dec 1

A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

4. Flamingo Inn

Mid Island

Emily

CA $265 total

includes taxes & fees

Nov 14 - Nov 15

A compact kitchen with a built-in seating area, a refrigerator, and a ceiling fan.

5. Matlacha Tiny Village

Matlacha

Lori

CA $312 total

includes taxes & fees

Nov 29 - Nov 30

A balcony with a TV, a chair, and a view of a beach with a pier.

6. Edison Beach House

Fort Myers Beach

Angie

CA $314 total

includes taxes & fees

Nov 29 - Nov 30

A pool area with a waterfall feature, lounge chairs, and palm trees.

7. Tropical Beach Resorts

South Village

Christine

CA $267 total

includes taxes & fees

Nov 10 - Nov 11

A high-rise hotel with multiple floors, a rooftop pool, and a marina in the background.

8. GullWing Beach Resort

South Island

Jennifer

CA $781 total

includes taxes & fees

Dec 1 - Dec 2

A pathway lined with directional signs leading to various amenities such as a pet area, bike trail, and beach.

9. Kon Tiki Inn

Venice Island

Joseph

CA $257 total

includes taxes & fees

Nov 11 - Nov 12

A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

10. Pelican Post at Anna Maria Island Inn

Bradenton Beach

Amylynn

CA $222 total

includes taxes & fees

Dec 8 - Dec 9

A pool area with lounge chairs and umbrellas, a beach with umbrellas and lounge chairs, and palm trees.

11. Sundial Beach Resort & Spa

Mid Island

Lisa Renee

CA $621 total

includes taxes & fees

Dec 8 - Dec 9

A modern living room with a sofa set, a coffee table, and a kitchen area with a microwave and cabinets.

12. The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

East End

Trina S.

CA $501 total

includes taxes & fees

Nov 9 - Nov 10

A room with a dining table, chairs, a TV, and a sliding glass door leading to an outdoor area with a wooden fence and palm trees.

13. Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

East End

Stephen

CA $415 total

includes taxes & fees

Nov 30 - Dec 1

A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

14. Noel Real Estate

East Naples

Lauren

CA $575 total

includes taxes & fees

Dec 1 - Dec 2

A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

15. A Beach Retreat

Casey Key

Robin

CA $292 total

includes taxes & fees

Dec 6 - Dec 7

A covered outdoor area with a hammock, wooden deck, and string lights.

16. Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

LaBelle

Jacob S.

CA $358 total

includes taxes & fees

Nov 15 - Nov 16

A covered patio area with wicker furniture, a metal table, and a view of a grassy yard.

17. The "Grouper"

Sunny Shores

Canyon L.

CA $287 total

includes taxes & fees

Nov 11 - Nov 12

An indoor pool area with a glass floor, seating around the pool, and a bar area with a blue ceiling and hanging lights.

18. Park Shore Resort

Park Shore

nathaly

CA $331 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a large window, a flat-screen TV, and a potted plant.

19. Nestled in North Port. Updated 2 Bed / 1 Bath.

North Port

Stephen P.

CA $286 total

includes taxes & fees

Nov 8 - Nov 9

A living room with a sofa, two armchairs, a coffee table, a bookshelf, and a guitar.

20. Old Floridian cottage in Historic Gulf Village

Olde Englewood Village

James M.

CA $372 total

includes taxes & fees

Dec 1 - Dec 2

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Find vacation rentals that suit your style

Top Southwest Florida Hotel Reviews

A hotel pool area with lounge chairs and a covered seating area.

Carlisle Inn

Pinecraft

10/10 Excellent

Hôtel est d'une propreté exceptionnelle, tout est propre lobby, ascenseur,passage, les chambres ainsi que la terrasse et piscine extérieur. Un des Hôtel les plus propre que j'ai fréquenté ! Les deux seuls petits points négatifs pour moi, le déjeuner est " basics " comme a bien des endroits d'ailleurs mais par contre la salle a manger est super propre et j'ai trouvé le matelas un peu mou a mon goûts mais certain vont adoré. À recommandé sans hésiter !

Gilbert

A modern dining area with wicker furniture and a glass partition wall.

Hampton Inn & Suites Naples South

East Naples

10/10 Excellent

Serge

A hotel with a palm tree entrance, a neon sign, and a tiled roof.

Inn at the Beach

Venice Island

10/10 Excellent

Cheryl

A spacious indoor atrium with a high ceiling, featuring a modern building with large windows, surrounded by lush greenery and seating areas.

Innovation Hotel

Naples

10/10 Excellent

Nick

A Drury Inn & Suites hotel with a parking lot full of cars.

Drury Inn & Suites Fort Myers Airport FGCU

Miromar Lakes

10/10 Excellent

Billie-Joe

A reception area with a modern design, featuring a wooden panel wall with integrated lighting, a reception desk, and a refrigerator stocked with beverages.

Comfort Suites Fort Myers East I-75

Fort Myers

10/10 Excellent

Glenn

A swimming pool with a tiled edge, surrounded by palm trees and a red umbrella.

Home2 Suites Naples I-75 Pine Ridge Road, FL

Naples

10/10 Excellent

Ofelia

A modern hotel lobby with a reception desk, seating area, and a dining section.

Holiday Inn Express & Suites Fort Myers Airport by IHG

Daniels Corridor

10/10 Excellent

Julio Cesar Gutierrez

An outdoor patio with a barbecue area, seating, and string lights.

Homewood Suites by Hilton Fort Myers Airport/FGCU

Miromar Lakes

10/10 Excellent

Kim

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a window with curtains.

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

Caloosahatchee

10/10 Excellent

We had a wonderful stay at Holiday Inn Express Cape Coral. The hotel was very clean, comfortable, and well maintained. A special thank you to Molly at the front desk. She was incredibly friendly, welcoming, and helpful from the moment we arrived. She made us feel truly valued as guests. We would also like to recognize the wonderful lady working in the breakfast area. She kept everything clean, fresh, and well organized, and she was always kind and attentive. The breakfast was excellent, and her...

Isaura

An outdoor patio with a fire pit, green chairs, a red umbrella, and a bar area.

Home2 Suites by Hilton Fort Myers Colonial Blvd

Fort Myers

10/10 Excellent

Lukasz

A building entrance with a stone facade, a bench, and a water feature.

Holiday Inn Express & Suites Punta Gorda by IHG

Punta Gorda

10/10 Excellent

Front desk staff were very friendly and helpful. The breakfast attendant ladies were amazing - brought food out to our table and were very chatty and lovely. I think their names were Brianna and Uni? Breakfast was terrific: biscuits, gravy, scrambled eggs, bacon sausages, hash browns, cinnamon buns, yogurt, fresh fruit (apples bananas), variety of juices, coffee, milk and almond milk. The pancake machine was the only thing that was iffy - very lightly cooked them so they were still doughy (we...

Catherine

A reception area with two reception desks, a blue geometric wall design, and a wooden panel accent.

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Nokomis

10/10 Excellent

Mary

An outdoor patio with wicker furniture, a grill, and lush tropical plants.

Coral Pointe Sarasota, an Ascend Collection Hotel

Fruitville

10/10 Excellent

Milagrosa

Find out more about Southwest Florida

Everything you need to know about Southwest Florida vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Florida vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest Florida vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southwest Florida vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest Florida. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwest Florida vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southwest Florida vacation rentals we have selected for you start as low as CA $100 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southwest Florida rentals

At Expedia, we put the best Southwest Florida vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southwest Florida rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest Florida vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest Florida. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Southwest Florida Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Florida vacation rentals

1. StudioRes by Marriott Fort Myers Airport

2. Island Inn

3. The Suites at Fishermen’s Village

4. Flamingo Inn

5. Matlacha Tiny Village

6. Edison Beach House

7. Tropical Beach Resorts

8. GullWing Beach Resort

9. Kon Tiki Inn

10. Pelican Post at Anna Maria Island Inn

11. Sundial Beach Resort & Spa

12. The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

13. Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

14. Noel Real Estate

15. A Beach Retreat

16. Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

17. The "Grouper"

18. Park Shore Resort

19. Nestled in North Port. Updated 2 Bed / 1 Bath.

20. Old Floridian cottage in Historic Gulf Village

Find vacation rentals that suit your style

Top Southwest Florida Hotel Reviews

Carlisle Inn

10/10 Excellent

Find out more about Southwest Florida

Southwest Florida vacation rentals: An excellent choice for every season

How to find incredible deals on Southwest Florida rentals

Explore a world of travel with Expedia