Estero Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Estero Island vacation rentals

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,619 reviews)
"Loved everything about this place. "
United States
Jill
Edison Beach House

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (932 reviews)
"The view of the beach was spectacular. "
United States
Carol
The price is ¥37,110
¥98,186 total
includes taxes & fees
Jan 29 - Jan 30
GullWing Beach Resort

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (985 reviews)
"The room was fresh and new! The staff was prompt and checkin was a snap."
United States
Joseph
The price is ¥21,522
¥35,107 total
includes taxes & fees
Jan 22 - Jan 23
Flamingo Inn

Times Square Hideaway By FL Vibes

Times Square Hideaway By FL Vibes
2.0 star property
Downtown Fort Myers Beach
9.8 out of 10, Exceptional, (20 reviews)
"This vrbo is in the perfect location. It's steps from the beach, food trucks, restaurants, and Margarittaville's public areas."
United States
Trudy C.
The price is ¥31,624
¥63,308 total
includes taxes & fees
Jan 19 - Jan 20
Times Square Hideaway By FL Vibes

Casa Playa #604 - Palm Tree Place

Casa Playa #604 - Palm Tree Place
Fort Myers Beach
9.8 out of 10, Exceptional, (6 reviews)
"It was as advertised. Good little studio in a great part of town! Would recommend! "
United States
V P.
The price is ¥21,632
¥48,031 total
includes taxes & fees
Jan 21 - Jan 22
Casa Playa #604 - Palm Tree Place

Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!

Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!
Fort Myers Beach
10.0 out of 10, Exceptional, (4 reviews)
"Great stay good location nice property "
United States
George T.
The price is ¥46,487
¥111,024 total
includes taxes & fees
Jan 25 - Jan 26
Stunning 2/2 with balcony in the Heart of Downtown Fort Myers Beach!

CARLOS POINTE 331 LUXURY BEACHFRONT CORNER CONDO 2 BDRM/2BTH -POOL-FREE WIFI!

CARLOS POINTE 331 LUXURY BEACHFRONT CORNER CONDO 2 BDRM/2BTH -POOL-FREE WIFI!
4.0 star property
South Island
9.2 out of 10, Wonderful, (40 reviews)
"Had a great trip!"
United States
Christy C.
The price is ¥31,624
¥74,427 total
includes taxes & fees
Jan 19 - Jan 20
CARLOS POINTE 331 LUXURY BEACHFRONT CORNER CONDO 2 BDRM/2BTH -POOL-FREE WIFI!

NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN

NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN
Mid Island
9.4 out of 10, Exceptional, (33 reviews)
"The place was clean and affordable place to stay. We enjoyed the hot tub while the weather wasn't suitable for the beach. "
United States
Ross M.
The price is ¥43,483
¥103,452 total
includes taxes & fees
Jan 18 - Jan 19
NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN

The Mai Tai at Lazy Way

The Mai Tai at Lazy Way
Mid Island
10.0 out of 10, Exceptional, (4 reviews)
"We loved this unit very pretty with a extremely well equiped kitchen. The staff was so friendly and helpfulhelpful. helpful. "
United States
Dan N.
The price is ¥29,055
¥67,815 total
includes taxes & fees
Jan 18 - Jan 19
The Mai Tai at Lazy Way

Bahia Tide • Lower Unit • New Intro Pricing • Pool • Steps to Beach

Bahia Tide • Lower Unit • New Intro Pricing • Pool • Steps to Beach
2.0 star property
South Island
10.0 out of 10, Exceptional, (1 review)
"We had a great stay! Walking distance to the beach, and the kids loved the pool. The host was very helpful also. We plan to come back next year. "
United States
Noah L.
The price is ¥35,577
¥91,868 total
includes taxes & fees
Jan 25 - Jan 26
Bahia Tide • Lower Unit • New Intro Pricing • Pool • Steps to Beach

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

Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ
Fort Myers Beach
10.0 out of 10, Exceptional, (21 reviews)
"What a lovely place we rented, soo close to the Beach and everything else we needed. The apt/home has been remodeled and it was Very cute. We enjoyed our stay and would love to rent this place again. Thank you again to Sandy for all of the help in answering questions and making our stay perfect. 😎"
United States
Robin B.
The price is ¥39,372
¥85,845 total
includes taxes & fees
Jan 18 - Jan 19
Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ

The Pina Colada at the Anchorage

The Pina Colada at the Anchorage
Mid Island
9.6 out of 10, Exceptional, (21 reviews)
"Perfect for the 3 of us"
United States
kelly m.
The price is ¥25,734
¥62,532 total
includes taxes & fees
Jan 19 - Jan 20
The Pina Colada at the Anchorage

Dockside Dream Upper Unit - Canal front - Spa/Pool

Dockside Dream Upper Unit - Canal front - Spa/Pool
TP Hill's
10.0 out of 10, Exceptional, (1 review)
"Host was amazing! We had a great time. Home was perfect for our needs and walking distance to everything we wanted!! Perfect location! "
United States
Ashley W.
The price is ¥99,616
¥163,093 total
includes taxes & fees
Jan 26 - Jan 27
Dockside Dream Upper Unit - Canal front - Spa/Pool

3rd Street Retreat Lookout - Easy Walk to BEACH & DOWNTOWN

3rd Street Retreat Lookout - Easy Walk to BEACH & DOWNTOWN
2.0 star property
Fort Myers Beach
10.0 out of 10, Exceptional, (2 reviews)
"Location on a quite street and close to everything."
United States
Brian E.
The price is ¥51,231
¥103,452 total
includes taxes & fees
Jan 18 - Jan 19
3rd Street Retreat Lookout - Easy Walk to BEACH & DOWNTOWN

Redfish Retreat - South End Pool Home

Redfish Retreat - South End Pool Home
South Island
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a long weekend to see the Minnesota Twins. Great place and location, easy walk to the beach. Clean and spacious. Highly recommend."
United States
Frank S.
The price is ¥30,549
¥114,259 total
includes taxes & fees
Jan 18 - Jan 19
Redfish Retreat - South End Pool Home

Peace and quiet; Private pool - 3BR/3BA

Peace and quiet; Private pool - 3BR/3BA
South Island
9.2 out of 10, Wonderful, (81 reviews)
"Description fit the bill, perfect for three couples looking for some R and R! Close enough to beach, quiet canal, great scenery. "
United States
Anonymous traveler
The price is ¥33,015
¥127,011 total
includes taxes & fees
Jan 21 - Jan 22
Peace and quiet; Private pool - 3BR/3BA

Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated

Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated
Fort Myers Beach
9.8 out of 10, Exceptional, (112 reviews)
"Great place"
United States
Glenn H.
The price is ¥56,133
¥109,076 total
includes taxes & fees
Jan 31 - Feb 1
Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated

The Lime Margarita at the Anchorage

The Lime Margarita at the Anchorage
Mid Island
9.6 out of 10, Exceptional, (12 reviews)
"Close to the beach"
United States
BO
The price is ¥25,734
¥63,639 total
includes taxes & fees
Jan 18 - Jan 19
The Lime Margarita at the Anchorage

HOT TUB@Steps to Sand@2-Unit Coastal Getaway

HOT TUB@Steps to Sand@2-Unit Coastal Getaway
2.0 star property
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
"This property worked great for our vacation with family. Walking distance to beautiful beaches. Layout worked well with lower area creating privacy for adult family members.Would stay here again!"
United States
Anonymous traveler
HOT TUB@Steps to Sand@2-Unit Coastal Getaway

Beach Bliss~Private Pool~Steps to Fort Myers Beach Sleeps 7

Beach Bliss~Private Pool~Steps to Fort Myers Beach Sleeps 7
Fort Myers Beach
10.0 out of 10, Exceptional, (7 reviews)
"Great location, convenient and very well decorated."
United States
Andrea N.
The price is ¥47,418
¥98,070 total
includes taxes & fees
Jan 22 - Jan 23
Beach Bliss~Private Pool~Steps to Fort Myers Beach Sleeps 7
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Estero Island Hotel Reviews

Find out more about Estero Island

Search for holiday rentals in Estero Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Estero Island using one of the methods below:

  • View our selection of featured holiday rentals in Estero Island
  • Use the map to find apartments and other holiday homes in the Estero Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Estero Island while they last

Look no further and take a look at our great range of rental properties in Estero Island!