Holiday Homes in Estero Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Estero Island and around

Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

10.0 out of 10, Exceptional, (94)
"Wonderful property and owner!"
Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

Steps to BEACH/POOL/Times square

9.8 out of 10, Exceptional, (11)
"We really enjoy staying at this property. It was very clean, comfortable, and with everything you need to enjoy your stay, complete kitchen, bathroom with shampoo and conditioner, beach towels. Very well located, walking distance to beach and downtown/restaurants. I would stay here again."
Steps to BEACH/POOL/Times square

3132 Beachfront 5BR: Heated Pool, Spa, Elevator, Views

9.8 out of 10, Exceptional, (6)
"This was a great house for a 3 generation family Christmas. Being on the beach and having a pool was wonderful. Home is very spacious. Did have some problems/concerns. On our first night there was no way to secure the home. The front door locked but there was no lock on the back door. Called the emergency number but it was 9pm, the best they could do was send someone to put a lock on in the morning. A bit scary with 2 babies in the house but we made it thru and they did send someone in...
3132 Beachfront 5BR: Heated Pool, Spa, Elevator, Views

Steps to BEACH/POOL/Downtown

10.0 out of 10, Exceptional, (1)
"Clean and maintenence person is on top of everything. Great location also."
Steps to BEACH/POOL/Downtown

AUG & SEPT 10% Wkly stay Disct☀️ ⚾️ Roy Hobbs Tour ⚾️ wks avail. Beach 🏖️ 2min walk!

10.0 out of 10, Exceptional, (122)
"Had a wonderful time staying at the house! So spacious and has everything you could possibly need. Great beach access across the street. The pool with big screen outside made for a great nightly hangout!! Would 100% recommend!!! "
AUG & SEPT 10% Wkly stay Disct☀️ ⚾️ Roy Hobbs Tour ⚾️ wks avail. Beach 🏖️ 2min walk!

1940 Luxury 6BR Home: Heated Pool, Spa, Near Beach!

2.5 star property
8.8 out of 10, Excellent, (6)
"Good location "
1940 Luxury 6BR Home: Heated Pool, Spa, Near Beach!

50 Seahorse Beach House: Pool & Walk to Beach!

10.0 out of 10, Exceptional, (7)
"Very comfortable and everything we needed was supplied "
50 Seahorse Beach House: Pool & Walk to Beach!

146 Beach Time: Saltwater Pool, Walk to Beach!

2.5 star property
10.0 out of 10, Exceptional, (13)
"Great place to stay! love it"
146 Beach Time: Saltwater Pool, Walk to Beach!

Decompress and Revitalize! Lose yourself in Paradise!

10.0 out of 10, Exceptional, (168)
"House was very nice, pool area great"
Decompress and Revitalize! Lose yourself in Paradise!

8214 Private Beach House w/ Heated Pool & Ocean Views!

10.0 out of 10, Exceptional, (7)
"Spring Break with the family. Great location with great access to the beach. "
8214 Private Beach House w/ Heated Pool & Ocean Views!

WATERFRONT HOME - DOCK, STEPS TO THE BEACH, MARGARITAVILLE AND TIME SQUARE.

4.0 star property
9.8 out of 10, Exceptional, (84)
"We enjoyed our stay at this property. It was clean, and within walking distance to everything!"
WATERFRONT HOME - DOCK, STEPS TO THE BEACH, MARGARITAVILLE AND TIME SQUARE.

Sunshine, Sunsets and Sand - Just 3 minutes away!

10.0 out of 10, Exceptional, (105)
"From all the ingredients to make a Florida key lime pie to the best beach shovel ever, this home was STOCKED to the max with top of the line supplies and fun-in-the- sun amenities from bikes to grills to a floating mat. The island is still under reconstruction from Ian which means the beach itself is less crowded than in years past. It’s a short walk to what on most days felt like a private beach! We had a lovely time!"
Sunshine, Sunsets and Sand - Just 3 minutes away!

Location! Welcome To Bare Feet Retreat. Steps From Times Square And The Beach

10.0 out of 10, Exceptional, (102)
"Overall the place was very good."
Location! Welcome To Bare Feet Retreat. Steps From Times Square And The Beach

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

9.8 out of 10, Exceptional, (108)
"great location. super nice."
The price is €487
includes taxes & fees
11 Aug - 12 Aug
Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated

Rooftop Patio w/ Panoramic Views of the Gulf & Bay. WALK to everything.

9.8 out of 10, Exceptional, (148)
"Great location with beach and restaurants in walking distance. Management was beyond accommodating and a pleasure to work with. "
The price is €834
includes taxes & fees
10 Aug - 11 Aug
Rooftop Patio w/ Panoramic Views of the Gulf & Bay. WALK to everything.

1 Block to Shore: Fort Myers Beach Retreat

10.0 out of 10, Exceptional, (15)
"We 7 adults enjoyed a week of comfort and relaxation. House is very clean, well maintained, well stocked with all needs in kitchens and bathrooms and property manger is wonderful! Just one block from beach too!"
1 Block to Shore: Fort Myers Beach Retreat

Aug 9-16 still available. Ltd wks left! FULL gulf view 220 steps to the ocean.

10.0 out of 10, Exceptional, (55)
"This house is gorgeous, clean and has everything you could possibly need! Perfect for families of all ages. Fully stocked with anything you need: for adults, kids, the beach (and then some!)The pool/spa and patio area is perfect. Best house we’ve rented! "
Aug 9-16 still available. Ltd wks left! FULL gulf view 220 steps to the ocean.

160 inch pool tv plus 120 inch great room tv 6 Bed 5 Bath Pool and hot tub

10.0 out of 10, Exceptional, (149)
"We really enjoyed this house, the owner and Fort Myers Beach. Would we stay again, yes! "
160 inch pool tv plus 120 inch great room tv 6 Bed 5 Bath Pool and hot tub

Newly Renovated🌴Coral Reef Villa - Steps away from beach/ private heated pool🌞

10.0 out of 10, Exceptional, (56)
"Adorable little house and highlights were lanai and pool for sure. "
Newly Renovated🌴Coral Reef Villa - Steps away from beach/ private heated pool🌞

White Sugar Sands is waiting for you

10.0 out of 10, Exceptional, (4)
"Weather, house, beach, pool and location were perfect! We could not have asked for anything better."
White Sugar Sands is waiting for you
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