A sunset over a beach with people walking and playing in the water.

Estero Island Vacation Rentals

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Our top choices for Estero Island vacation rentals

1. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,958 reviews)
"One of the best locations on Ft Myers Beach"
United States
mark
The price is ¥26,093
¥35,242 total
includes taxes & fees
Nov 9 - Nov 10
Edison Beach House

2. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (985 reviews)
"Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities."
United States
Jennifer
The price is ¥27,503
¥87,106 total
includes taxes & fees
Dec 1 - Dec 2
GullWing Beach Resort

3. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,028 reviews)
"Cute, clean, beachside inn. Will definitely be back!"
United States
Emily
The price is ¥15,219
¥27,499 total
includes taxes & fees
Nov 4 - Nov 5
Flamingo Inn

4. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is ¥55,462
¥82,324 total
includes taxes & fees
Nov 4 - Nov 5
Harbour House at the Inn 308

5. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,097 reviews)
"Room location had a amazing view"
United States
Joanne
The price is ¥18,714
¥46,691 total
includes taxes & fees
Dec 3 - Dec 4
Lovers Key Resort

6. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (305 reviews)
"Great place!"
United States
Bruce
The price is ¥8,645
¥14,733 total
includes taxes & fees
Nov 24 - Nov 25
Lazy Cuckoo Inn

7. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (181 reviews)
"Location was great."
United States
Joseph
The price is ¥13,259
¥14,783 total
includes taxes & fees
Nov 10 - Nov 11
StudioRes by Marriott Fort Myers Airport

8. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,168 reviews)
"Great location"
United States
Nicole
The price is ¥42,371
¥47,244 total
includes taxes & fees
Nov 30 - Dec 1
Island Inn

9. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (297 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is ¥18,629
¥20,679 total
includes taxes & fees
Nov 8 - Nov 9
Wiggins Pass Chalet

10. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,717 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is ¥48,646
¥64,605 total
includes taxes & fees
Nov 10 - Nov 11
Sundial Beach Resort & Spa

11. 3 Mi to Fort Myers Beach! Family Getaway w/ Pool

3 Mi to Fort Myers Beach! Family Getaway w/ Pool
3.0 star property
Iona
The price is ¥23,634
¥69,333 total
includes taxes & fees
Nov 4 - Nov 5
3 Mi to Fort Myers Beach! Family Getaway w/ Pool

12. Lakeside Oasis Fort Myers

Lakeside Oasis Fort Myers
2.0 star property
Iona
The price is ¥17,677
¥39,075 total
includes taxes & fees
Nov 8 - Nov 9
Lakeside Oasis Fort Myers

13. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay on sanibel"
United States
Terri
The price is ¥30,694
¥72,210 total
includes taxes & fees
Nov 5 - Nov 6
Driftwood Inn

14. Starfish Cottage by Avantstay Naples Studio Private Patio Near Vanderbilt Beach + Mercato

Starfish Cottage by Avantstay Naples Studio Private Patio Near Vanderbilt Beach + Mercato
3.0 star property
Naples Park
The price is ¥22,058
¥47,425 total
includes taxes & fees
Nov 4 - Nov 5
Starfish Cottage by Avantstay Naples Studio Private Patio Near Vanderbilt Beach + Mercato

15. Fort Myers Coastal Retreat Hot Tub Yard Games

Fort Myers Coastal Retreat Hot Tub Yard Games
2.0 star property
San Carlos Park
The price is ¥22,968
¥75,724 total
includes taxes & fees
Nov 8 - Nov 9
Fort Myers Coastal Retreat Hot Tub Yard Games

16. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (299 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is ¥20,178
¥34,341 total
includes taxes & fees
Nov 4 - Nov 5
Matlacha Tiny Village

17. Park Shore Resort

Park Shore Resort
3.0 star property
Park Shore
8.8 out of 10, Excellent, (733 reviews)
"I have been going there for over 30 years, and park shore never disappoints. We love the atmosphere and the tranquility."
United States
nathaly
The price is ¥15,442
¥37,253 total
includes taxes & fees
Nov 5 - Nov 6
Park Shore Resort

18. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,344 reviews)
"Really enjoyed the stay, the staff was very friendly. And the property is very conveniently located"
United States
vasilisa
The price is ¥46,580
¥58,715 total
includes taxes & fees
Nov 8 - Nov 9
Bellasera Resort

19. Coastal Paradise

Coastal Paradise
3.0 star property
Old Naples
The price is ¥64,037
¥119,804 total
includes taxes & fees
Nov 24 - Nov 25
Coastal Paradise

20. Pineapple Cottage by Avantstay Cozy Cottage + BBQ Patio Private Entrance Beach + Mercato Nearby

Pineapple Cottage by Avantstay Cozy Cottage + BBQ Patio Private Entrance Beach + Mercato Nearby
3.0 star property
Naples Park
The price is ¥22,058
¥47,425 total
includes taxes & fees
Nov 4 - Nov 5
Pineapple Cottage by Avantstay Cozy Cottage + BBQ Patio Private Entrance Beach + Mercato Nearby
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 Estero Island Hotel Reviews

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