Holiday Homes in Estero Island

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Featured Holiday Homes in Estero Island

Relax in Style, FMB Mid-Island Home w/ Spa & Pool

Fort Myers Beach
9.8 out of 10, Exceptional, (41)
"This is my family‘s second time staying in this beautiful home! We love everything about it-the location is awesome, the backyard pool and deck are amazing, and the house is fully equipped for a comfortable stay!The beds are comfy and the house comes with a bunch of towels and chairs/cooler for the beach!We rented bikes this time, and it made getting into the busy part of town a lot easier. The traffic is kind of awful during spring break, but when you can just bike past all of the sitting cars...
United States
Kelly K.
The price is NZ$924
includes taxes & fees
4 Dec - 5 Dec
Relax in Style, FMB Mid-Island Home w/ Spa & Pool

Mid Island Home with Hot Tub 1 Block from the Beach

Fort Myers Beach
10.0 out of 10, Exceptional, (31)
"Cute, clean, and well-kept house with everything we needed for a great stay."
United States
Matt M.
The price is NZ$823
includes taxes & fees
26 Nov - 27 Nov
Mid Island Home with Hot Tub 1 Block from the Beach

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

Mid Island
10.0 out of 10, Exceptional, (99)
"We really enjoyed our stay. The house was very nice and was perfect for us. We would recommend this place and would like to come back to it soon."
United States
Jona H.
The price is NZ$975
includes taxes & fees
11 Dec - 12 Dec
Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

Charming suite w/ private deck downtown FMB

Fort Myers Beach
10.0 out of 10, Exceptional, (1)
"Chris was a wonderful host, answering all my silly questions promptly. The rental was clean, and decorated like a loved home, and not a sterile hotel. We had access to washer/dryer, beach chairs, umbrella & beach towels. The location is perfect with short walks to the beach, numerous restaurants and bars, so no need to drive anywhere. The only downside was our stay was only a week. We plan on returning in the future, and staying longer. Thanks Chris & Jake!"
United States
Claudette R.
The price is NZ$481
includes taxes & fees
16 Nov - 17 Nov
Charming suite w/ private deck downtown FMB

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

Fort Myers Beach
10.0 out of 10, Exceptional, (4)
"Great location, convenient and very well decorated."
United States
Andrea N.
The price is NZ$967
includes taxes & fees
18 Nov - 19 Nov
Beach Bliss~Private Pool~Steps to Fort Myers Beach Sleeps 7

Grace by The Sea · 2025 Build · Steps to Beach

Mid Island
10.0 out of 10, Exceptional, (2)
"Enjoyable home & location."
United States
Kim V.
The price is NZ$1,529
includes taxes & fees
22 Nov - 23 Nov
Grace by The Sea · 2025 Build · Steps to Beach

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

Fort Myers Beach
9.8 out of 10, Exceptional, (110)
"Very clean, quiet, abd close to the beach. Would absolutely stay again."
United States
Thomas J.
The price is NZ$1,105
includes taxes & fees
16 Nov - 17 Nov
Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated

Heated Pool, 5-minute walk to beach, restaurants. Pet Friendly. In great shape!

TP Hill's
9.8 out of 10, Exceptional, (11)
"Wonderful property and well kept house! Our children enjoyed the clean pool and extra seating on the lanai. Beds were comfy and clean. House is walkable to beach, shops, and activities for families. Thank you so much for a great stay! "
United States
Amy M.
The price is NZ$1,197
includes taxes & fees
26 Nov - 27 Nov
Heated Pool, 5-minute walk to beach, restaurants. Pet Friendly. In great shape!

Dockside Dream Lower Unit - Canal Front - Spa/Pool

TP Hill's
The price is NZ$670
includes taxes & fees
26 Nov - 27 Nov
Dockside Dream Lower Unit - Canal Front - Spa/Pool

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

South Island
9.2 out of 10, Wonderful, (79)
"Plenty of room for three couples. Nice little pool area. Short walk to the beach."
United States
Clyde G.
The price is NZ$1,743
includes taxes & fees
26 Nov - 27 Nov
Peace and quiet; Private pool - 3BR/3BA

New Spectacular Beachfront Retreat with Private Pool & Hot Tub | Fort Myers Beach

Winklers
10.0 out of 10, Exceptional, (3)
"The property is stunning and anyone would love to stay here. Anything you would need is there and all top shelf amenities to use. Loved it!"
United States
Bryan C.
The price is NZ$5,262
includes taxes & fees
22 Nov - 23 Nov
New Spectacular Beachfront Retreat with Private Pool & Hot Tub | Fort Myers Beach

Spacious 3bdrm home w/ heated pool/hot tub, short walk to beach & Times Square

TP Hill's
The price is NZ$1,590
includes taxes & fees
26 Nov - 27 Nov
Spacious 3bdrm home w/ heated pool/hot tub, short walk to beach & Times Square

Fort Myers Beach | private pool | bikes | Arcade

Fort Myers Beach
10.0 out of 10, Exceptional, (17)
"Amazing house , super clean , in love with the decoration 2 minutes walk from beach and the host is super host ."
United States
Yossi l.
The price is NZ$1,973
includes taxes & fees
23 Nov - 24 Nov
Fort Myers Beach | private pool | bikes | Arcade

Dockside Dream Upper Unit - Canal front - Spa/Pool

TP Hill's
The price is NZ$1,230
includes taxes & fees
26 Nov - 27 Nov
Dockside Dream Upper Unit - Canal front - Spa/Pool

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

Pelican
9.6 out of 10, Exceptional, (36)
"Enjoyed our stay - very welcoming and owners are very responsive to needs."
United States
Steven K.
The price is NZ$450
includes taxes & fees
20 Nov - 21 Nov
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.

NEW! Waterfront Heated Pool, Kayaks, Fishing Pier.

Hancock
10.0 out of 10, Exceptional, (11)
"The house was very spacious lots of room for the whole family the pool was excellent great location for restaurants and shopping excellent place to relax we would definitely stay there again when we come to town would highly recommend it "
United States
Robert H.
The price is NZ$663
includes taxes & fees
18 Nov - 19 Nov
NEW! Waterfront Heated Pool, Kayaks, Fishing Pier.

Cozy Home-Centrally located-pet friendly 10min from airport & 2min from FGCU

San Carlos Park
9.2 out of 10, Wonderful, (7)
"We enjoyed our stay in this 2bed 1bath! Easy check-in. Great size for us and great location right by the airport. Grateful for the bassinet for the newborn!We would have appreciated:washcloths box of tissues extra toilet paper and paper towels Thank you!"
United States
Amber O.
The price is NZ$354
includes taxes & fees
18 Nov - 19 Nov
Cozy Home-Centrally located-pet friendly 10min from airport & 2min from FGCU

Gulf Access Retreat with Heated Pool

Pelican
10.0 out of 10, Exceptional, (6)
"We couldn't have been happier with the house.......it was just as nice as advertised in a quiet neighborhood close to lots of shopping and restaurants. The beds were comfortable, the furnishings were very nice, and the pool was very nice (heated just right). The house was well equipped with everything you need for cooking either indoors or outside......the only thing I wish it would have had was bicycles but they did provide kayaks. The property manager was great to work with......communicated...
United States
Joan V.
The price is NZ$866
includes taxes & fees
25 Nov - 26 Nov
Gulf Access Retreat with Heated Pool

RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!

Hancock
10.0 out of 10, Exceptional, (11)
"The rental is nice for a family trip to Cape Coral/Fort Myers and is conveniently located. The 'family room' with the pool table is great to relax at the end of the day. We had a very nice stay and would happily recommend it."
Canada
Etienne A.
The price is NZ$551
includes taxes & fees
23 Nov - 24 Nov
RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH!
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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