Estero Island Vacation Rentals - HolidayHomes base64Hash Estero Island Vacation Rentals - HolidayHomes

Estero Island Vacation Rentals

Browse 4,373 available vacation homes and compared across 24 trusted partners

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Top-Rated Vacation rentals on Estero Island

Book the highest-rated Estero Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Estero Island
Vacation home with terrace, private pool & barbeque | City view
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House Estero Island
Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.
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House Estero Island
House with heated pool, patio & hot tub | Nature view
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House Estero Island
House with terrace, grill & private pool | Nature view | Next to the beach
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Condo Estero Island
Walk To Beach, North End Restaurants, Night Life Steps Away!
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House Estero Island
Beach Bungalow- Perfect duplex for larger families
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House Estero Island
October 26 to November 2, 2025 OPEN! Relax pre-holiday on the beach!
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House Estero Island
Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 8.
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House Estero Island
NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN
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House Estero Island
Fully equipped ample house with private pool & grill | Nature view | Next to the beach
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Condo Estero Island
Your Piece of Paradise! Super 2B/2B Beachfront Condo At Island Winds, Heated Pool, Tennis, WiFi
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Condo Estero Island
Beautiful condo with heated pool & patio | Next to the beach
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House Estero Island
Breathtaking, Expansive Gulf views, Steps to the Beach - Beach Sanctuary - Roelens
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House Estero Island
New to Market! Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!
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House Estero Island
Private Pool Great Outdoor Living Space- Walk2Bch-Cozy Cottage
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Top 15 most Recommended Vacation Rentals on Estero Island

Discover your ideal Estero Island vacation rental with real-time comparisons of 4,373 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Estero Island
6 guests ∙ 2 bedrooms

Apartment

Estero Island, Fort Myers Beach, Florida, United States
This spacious apartment rental in Fort Myers Beach accommodates 6 guests and features convenient beach access for a perfect getaway.
from $299
per night
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Resort Estero Island
Resort ∙ 2 guests ∙ 1 bedroom

Lani Kai Island Resort

Estero Island, Fort Myers Beach, Florida, United States
This resort in Fort Myers Beach accommodates 6 guests and features a private pool for relaxation and enjoyment.
from $266
per night
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Condo Estero Island
6 guests ∙ 2 bedrooms

Condo

Estero Island, Fort Myers Beach, Florida, United States
This 6-person condo in Fort Myers Beach features a balcony with stunning views and easy beach access for a perfect getaway.
from $169
per night
(49)
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House Estero Island
House ∙ 8 guests ∙ 4 bedrooms

147 m² House

Estero Island, Fort Myers Beach, Florida, United States
This house rental in Fort Myers Beach accommodates 8 guests and features a private pool for your enjoyment.
from $295
per night
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House Estero Island
House ∙ 9 guests ∙ 4 bedrooms

204 m² House

Estero Island, Fort Myers Beach, Florida, United States
This house rental in Fort Myers Beach accommodates 9 guests and features a private pool for a relaxing getaway.
from $406
per night
(49)
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House Estero Island
House ∙ 7 guests ∙ 3 bedrooms

139 m² House

Estero Island, Fort Myers Beach, Florida, United States
This house rental in Fort Myers Beach accommodates 7 guests and features a private pool for relaxation and fun.
from $212
per night
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House Estero Island
15 guests ∙ 5 bedrooms

House

Estero Island, Fort Myers Beach, Florida, United States
This spacious house rental in Fort Myers Beach accommodates 15 guests and features a family-friendly kitchen and a beautiful balcony.
from $544
per night
(6)
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Condo Estero Island
Condo ∙ 12 guests ∙ 3 bedrooms

135 m² Condo

Estero Island, Fort Myers Beach, Florida, United States
This condo in Fort Myers Beach accommodates 12 guests and features a heated pool for relaxation and enjoyment.
from $358
per night
(1)
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House Estero Island
House ∙ 10 guests ∙ 4 bedrooms

251 m² House

Estero Island, Fort Myers Beach, Florida, United States
This house rental in Fort Myers Beach accommodates 10 guests and features a family-friendly environment with a pool.
from $396
per night
(11)
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