Southwest Florida Holiday Rentals - Holiday Homes in Southwest Florida

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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

Monica

P5,862 total

includes taxes & fees

Oct 4 - Oct 5

A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

2. Lovers Key Resort

Fort Myers Beach

Lazaro

P18,470 total

includes taxes & fees

Sep 28 - Sep 29

A beach view from a balcony with a pool, palm trees, and a building with a balcony.

3. Edison Beach House

Fort Myers Beach

Angie

P11,372 total

includes taxes & fees

Sep 28 - Sep 29

A beach with a view of the ocean and a sunset.

4. Island Inn

West End

Nicole

P14,219 total

includes taxes & fees

Sep 28 - Sep 29

A beach with a clear sky, palm trees, and a sunlit ocean.

5. GullWing Beach Resort

South Island

MARYTE

P32,912 total

includes taxes & fees

Sep 28 - Sep 29

A beachside area with colorful beach houses, a dock, and a sandy beach.

6. Matlacha Tiny Village

Matlacha

Lori

P13,902 total

includes taxes & fees

Sep 30 - Oct 1

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

7. Noel Real Estate

East Naples

Lauren

P25,332 total

includes taxes & fees

Sep 28 - Sep 29

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

8. The Suites at Fishermen’s Village

Punta Gorda Isles

Nidia

P11,187 total

includes taxes & fees

Oct 6 - Oct 7

A spacious, multi-level interior with a grand staircase, elegant chandeliers, and a luxurious seating area.

9. Bellasera Resort

Old Naples

Mavelys

P23,609 total

includes taxes & fees

Sep 28 - Sep 29

A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

10. Captiva Beach Resort

South Village

Karla

P11,492 total

includes taxes & fees

Sep 29 - Sep 30

A bedroom with a bed, a ceiling fan, a wall-mounted artwork, and a closet with louvered doors.

11. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

Fort Myers

P29,685 total

includes taxes & fees

Sep 28 - Sep 29

A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

12. SeaSpray Resort

Siesta Key

Michelle Suzanne

P15,821 total

includes taxes & fees

Sep 28 - Sep 29

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

13. Tropical Beach Resorts

South Village

kurt

P11,165 total

includes taxes & fees

Sep 29 - Sep 30

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

14. Sundial Beach Resort & Spa

Mid Island

Lisa Renee

P28,920 total

includes taxes & fees

Sep 28 - Sep 29

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Top Southwest Florida Hotel Reviews

Pink Shell Beach Resort and Marina

10/10 Excellent

"It's nice place to stay"

Hilton Marco Island Beach Resort and Spa

10/10 Excellent

"The stay overall was great. The front desk was welcoming and helped us get acclimated to the property and amenities. The room was spacious, in great condition, and clean. The bed was very comfortable and the bathroom was roomy and it had all the essentials. The pool area was basic, but the hot tub was larger than normal which was great with being able to be comfortable even with people in it. The only complaint was how we weren’t able to throw a ball while in the pool and how our towels were removed after 30 minutes of leaving the pool chairs unattended to get food on one of the days, but not the other. It felt targeted because we had great seats. I’d be okay with it if there was a sign that warned the guests but there wasn’t and when we asked an attendant they had removed the towels themselves and then other guests took our chairs. I felt it was rude and unfair and someone could have communicated with us. Specially since the towel dispensers say a $25 charge occurs when towels are not returned. Aside from the it was nice to have great food options across the street, easy to walk to several restaurants and stores."

Sanibel Island Beach Resort

10/10 Excellent

"We had a great stay! The location is spectacular. We loved the beach, enjoyed the pool and the restaurant was fantastic. We’re already planning our next trip back. Only feedback about our room was the air conditioner is loud. It’s to be expected with those units but otherwise, it was a great little vacation!"

Naples Bay Resort & Marina

10/10 Excellent

"This was my second time staying here. It was just as good as the first time. The staff was friendly and helpful. The property is decently maintained. The amenities are great, the beach club and restaurants. The location is great as well. Make sure you visit with Hope the head concierge, she will tell you the best places to visit."

Find out more about Southwest Florida

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Be picky

Check prices for these dates

Our top choices for Southwest Florida vacation rentals

1. StudioRes by Marriott Fort Myers Airport

2. Lovers Key Resort

3. Edison Beach House

4. Island Inn

5. GullWing Beach Resort

6. Matlacha Tiny Village

7. Noel Real Estate

8. The Suites at Fishermen’s Village

9. Bellasera Resort

10. Captiva Beach Resort

11. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

12. SeaSpray Resort

13. Tropical Beach Resorts

14. Sundial Beach Resort & Spa

Find vacation rentals that suit your style

Top Southwest Florida Hotel Reviews

Pink Shell Beach Resort and Marina

Compass Hotel by Margaritaville Anna Maria Sound

Hilton Marco Island Beach Resort and Spa

Sanibel Island Beach Resort

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Naples Bay Resort & Marina

Kompose Boutique Hotel

Carlisle Inn

The Perry Hotel Naples

Find out more about Southwest Florida

Explore a world of travel with Expedia

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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. Lovers Key Resort

3. Edison Beach House

4. Island Inn

5. GullWing Beach Resort

6. Matlacha Tiny Village

7. Noel Real Estate

8. The Suites at Fishermen’s Village

9. Bellasera Resort

10. Captiva Beach Resort

11. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

12. SeaSpray Resort

13. Tropical Beach Resorts

14. Sundial Beach Resort & Spa

Find vacation rentals that suit your style

Top Southwest Florida Hotel Reviews

Pink Shell Beach Resort and Marina

Find out more about Southwest Florida

Explore a world of travel with Expedia

Go further with the Expedia app