Estero Island Vacation Rentals from ￥29,738: Search Short-Term Rentals

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Our top choices for Estero Island vacation rentals

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

1. Edison Beach House

Fort Myers Beach

Angie

￥33,345 total

includes taxes & fees

Nov 11 - Nov 12

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

2. GullWing Beach Resort

South Island

Jennifer

￥88,900 total

includes taxes & fees

Dec 1 - Dec 2

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

3. Flamingo Inn

Mid Island

Emily

￥29,738 total

includes taxes & fees

Nov 14 - Nov 15

A pool area with a covered seating area, clear skies, and residential buildings in the background.

4. Heated Pool Home steps to the beach

South Island

Karri W.

￥57,400 total

includes taxes & fees

Nov 10 - Nov 11

A wooden deck with wicker chairs and a view of a building through a window.

5. Peaceful Coastal Suite • King Bed + Kitchenette

Fort Myers Beach

￥51,505 total

includes taxes & fees

Nov 11 - Nov 12

A modern living room with a blue sofa, a wooden coffee table, and a red book titled "CASUAL LIVING".

6. Beach view Pool Home

South Island

Elyse M.

A modern building with a glass facade and a palm tree in the foreground.

7. Charming suite w/ private deck Downtown FMB

Fort Myers Beach

Ronald

￥50,942 total

includes taxes & fees

Nov 11 - Nov 12

A modern hotel room with a large bed, a chandelier, a balcony with a view of the sea, and a sliding glass door.

8. SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

Mid Island

Steven M.

￥82,232 total

includes taxes & fees

Nov 15 - Nov 16

A dining table with white plates, bowls, and glasses, set with a decorative centerpiece.

9. Times Square Hideaway By FL Vibes

Downtown Fort Myers Beach

Jacob S.

￥54,165 total

includes taxes & fees

Nov 10 - Nov 11

10. Studio apartment across from the beach

South Island

Anonymous traveler

￥52,998 total

includes taxes & fees

Nov 11 - Nov 12

An outdoor seating area with wicker furniture, a hanging chair, and a ceiling fan.

11. The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!

Fort Myers Beach

David A.

￥67,150 total

includes taxes & fees

Nov 10 - Nov 11

An aerial view of a rooftop pool area with lounge chairs, a swimming pool, and a staircase leading to an upper deck.

12. Harbour House at the Inn 308

Fort Myers Beach

￥81,672 total

includes taxes & fees

Dec 9 - Dec 10

A modern kitchen with a central island, built-in appliances, and a dining area with a round table and chairs.

13. Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ

Fort Myers Beach

Tammy M. A.

￥68,383 total

includes taxes & fees

Nov 19 - Nov 20

A modern living room with a beige sofa, patterned armchairs, and a glass coffee table. A ceiling fan and a view of the kitchen are visible.

14. The Strawberry Daiquiri at Lazy Way

Mid Island

Harry M.

￥60,931 total

includes taxes & fees

Nov 10 - Nov 11

A beach with a thatched-roof structure, palm trees, and a paved walkway.

15. Casa Playa #502 Beach Front - Gulf Front Getaway

Fort Myers Beach

Heather W.

A swimming pool with two lounge chairs and a blue umbrella, surrounded by a fence and palm trees.

16. Getaway beach house, Downstairs unit

South Island

Vickey C.

￥45,427 total

includes taxes & fees

Nov 11 - Nov 12

A spacious living room with a ceiling fan, a flat-screen TV, a dining area with a table and chairs, and a view of a pool through large windows.

17. The Pina Colada at the Anchorage

Mid Island

Allison S.

￥60,931 total

includes taxes & fees

Nov 10 - Nov 11

A living room with a flat-screen TV, a wooden cabinet, a glass coffee table, a sofa, and a ceiling fan.

18. The Lime Margarita at the Anchorage

Mid Island

Brian S.

￥60,931 total

includes taxes & fees

Nov 10 - Nov 11

A living room with two beige sofas, a glass coffee table, and a ceiling fan.

19. The Tequila Sunrise at Lazy Way

Mid Island

adrian r.

￥60,931 total

includes taxes & fees

Nov 10 - Nov 11

A spacious living room with a fireplace, a large TV mounted on a stone wall, a modern chandelier, and a kitchen area with a marble countertop.

20. Beach Bliss~Walk to Beach & Times Square~Private Pool

Fort Myers Beach

Jennifer B.

￥71,885 total

includes taxes & fees

Nov 15 - Nov 16

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Top Estero Island Hotel Reviews

The Lighthouse Resort Inn & Suites

8/10 Good

"Wonderful staff."

5350 Chasing Sunshine: 5BD/4.5BA Pool Home, Steps to Sand!

10/10 Excellent

"This home is beautiful, clean and the pool is amazing. The pictures are exactly what the property looks like- nice quality, and the location is fantastic. There’s still a lot of construction going on everywhere as they are still recovering from Hurricane Ian, but when inside the home it’s so well insulated you can hardly hear it. So close to the beach, ocean view- just awesome. It’s just far enough from the action near the busy bars and restaurants, but a quick 5 minute drive to go out to dinner, lunch or just to stroll around the shops. Uber was super easy to get as well, and food delivery was easy. Very nice Publix supermarket less than 1/2 mile from the home. Overall we had a wonderful stay- the host was incredibly responsive- always answering back within a few minutes of any questions. I would definitely seek out Coastal Vacation properties in the future- very seamless check in/check out and well managed."

🐚Private Pool + Great Outdoor Living Space- Walk2Bch-Cozy Cottage

8/10 Good

"Our family enjoyed our stay at Sun Palace. The property was very clean, and the location near a quiet beach made for a peaceful getaway. It is a bit of a drive to restaurants and activities, so it’s best suited to guests looking for a slower pace.A few things are worth knowing before booking. The pool spa was not a hot tub as we had expected, which was disappointing since we had been looking forward to enjoying it on cooler evenings. When we asked about heating it, we were told it wasn’t an option and instructed not to touch the equipment. Clearer expectations beforehand would have helped.The house felt a little smaller than we anticipated, and the lack of kitchen items made it challenging for preparing family meals. We also would have appreciated better stocking of basic supplies. The checkout requirements were fairly extensive, including dishes, linens, and trash duties. Given the price and separate cleaning fee, the amount of work required made departure feel less relaxing than we’re accustomed to with vacation rentals.Overall, we made wonderful family memories and appreciated the cleanliness and peaceful beach setting!"

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Check prices for these dates

Our top choices for Estero Island vacation rentals

1. Edison Beach House

2. GullWing Beach Resort

3. Flamingo Inn

4. Heated Pool Home steps to the beach

5. Peaceful Coastal Suite • King Bed + Kitchenette

6. Beach view Pool Home

7. Charming suite w/ private deck Downtown FMB

8. SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

9. Times Square Hideaway By FL Vibes

10. Studio apartment across from the beach

11. The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!

12. Harbour House at the Inn 308

13. Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ

14. The Strawberry Daiquiri at Lazy Way

15. Casa Playa #502 Beach Front - Gulf Front Getaway

16. Getaway beach house, Downstairs unit

17. The Pina Colada at the Anchorage

18. The Lime Margarita at the Anchorage

19. The Tequila Sunrise at Lazy Way

20. Beach Bliss~Walk to Beach & Times Square~Private Pool

Find vacation rentals that suit your style

Top Estero Island Hotel Reviews

The Lighthouse Resort Inn & Suites

Find out more about Estero Island

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