10 Best Vacation Rentals in Estero Island - Holiday Lettings - Cabins

Close

View larger map

Estero Island

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

2,325 Vacation rentals

(15) Excellent 

25

Vacation home accommodation

Fort Myers Beach / Estero Island

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
Bay Front Dream Home. If the water is your passion, come stay in this beautiful bayfront home. Bring your morning cup of coffee to the screen-enclosed pool and lanai to watch the sunrise over Estero Bay. Enjoy fishing from the boat dock, watch the dolphins or its just …see more

from $291 / night

$2,033 - $3,409 / week

Book View

from $291 / night

(1) Excellent 

35

Estero Island Vacation home rental

Fort Myers Beach / Estero Island

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
One of two identical homes with shared patio and pool. White, sandy beach in a short, walking distance (3 minutes). The private island on the nature lake perfectly suits for fishing. Me and my wife love traveling, and one of the places that we love to return every y …see more

from $299 / night

$2,093 / week

Book View

from $299 / night

(6) Excellent 

25

Estero Island Vacation home accommodation

Fort Myers Beach / Estero Island

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Widgeon Cottage! Grab your dates now for 2015 and 2016. This property fills up fast! We have one of the few homes that has a heated pool and whirlpool spa. Walk out your back patio door to a warm pool or onto the dock overlooking the canal where you can fish …see more

from $199 / night

$1,393 / week

Book View

Responds fast!
avg. 52 minutes

from $199 / night

(11) Very Good 

30

Estero Island Vacation home rental

Fort Myers Beach / Estero Island

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
This property is a duplex. Two identical houses with shared large heated pool. Each house has 3 bedrooms and 3 bathrooms 1 kitchen opened to living room. There was a whole reconstruction in 11-2013. Everything was new. Bathrooms, flooring, kitchens and all furniture al …see more

from $349 / night

$3,000 / week

Book View

from $349 / night

25

Vacation condo in Estero Island

Fort Myers Beach / Estero Island

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Just bring you swimming suit and your toothbrush. 7th floor beachfront condo. Fully furnished one bedroom efficiency sleeps 4. King size bed and new Queen size sleep sofa. Newly renovated kitchen with new appliances and cabinets. WIFI and cable TV. You will be just ste …see more

from $93 / night

$650 - $1,270 / week

Book View

Responds fast!
avg. 2 hours 35 minutes

from $93 / night

(4) Very Good 

18

Fort Myers Beach Vacation home rental

Fort Myers Beach / Estero Island

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Poinciana is newly remodel duplex, located mid island on Fort Myers Beach, which includes a heated pool (via solar panels). This vacation home is surrounded by tropical vegetation and palm trees. It is near the beach and has 3 bedrooms and 2 bathrooms. There are loungi …see more

from $180 / night

$1,260 / week

Book View

Responds fast!
avg. 54 minutes

from $180 / night

10

Vacation condo with shared pool in Estero Island

Fort Myers Beach / Estero Island

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The unit sleeps a maximum of four with a queen size bed and a sleeper sofa. The efficient kitchen is adequately equipped with all you need for your stay... a full size refrigerator, a microwave, a two burner cooktop, and cookware, dishes, and utensils. The unit offers …see more

from $140 / night

$975 / week

Book View

from $140 / night

10

Estero Island Vacation home rental

Fort Myers Beach / Estero Island

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Palm View is half of an incredible vacation duplex, newly remodel, located in mid-island Fort Myers Beach-close to everything, with a hot tub, this one bedroom (king size bed), a sofa bed that comes out of the living room and a full bath, accommodates up to 4 people, 1 …see more

from $85 / night

$600 / week

Book View

Responds fast!
avg. 54 minutes

from $85 / night

(5) Excellent 

16

Home rental in Estero Island

Fort Myers Beach / Estero Island

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Ask about children
Our 1 bedroom home is approximately 150 yards to the beach. Located on the North end, on a quiet and tranquil street. King bed in Master with queen pull-out in living room. Nice size kitchen with eating area. Walking distance to nearby restaurants, beach activities, har …see more

from $165 / night

$1,525 / week

Book View

from $165 / night

(11) Very Good 

Certificate of Excellence

25

Vacation condo rental

Fort Myers Beach / Estero Island

1 4 6 nights min

  • 1 bedroom
  • Sleeps 4
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Paradise! We are located at the southern tip of Fort Myers Beach where Estero Bay and the Gulf of Mexico intersect. Enjoy our private white sand beach or walk the beautiful white sand beaches of Lover's Key State Park. You may also choose to watch the dolphin …see more

Certificate of Excellence

from $225 / night

$1,350 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from $225 / night

(3) Very Good 

66

Fort Myers Beach Vacation condo rental

Fort Myers Beach / Estero Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
*May - November: 4-day minimum bookings.* Everybody loves the beach cart with two umbrella's, four chairs, cooler and room for your other items! The condo features HDTV's with full basic cable, HBO, Netflix (through the blu-ray player) and WiFi. King size bed in maste …see more

from $140 / night

$1,750 - $2,800 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from $140 / night

(3) Excellent 

10

Vacation home in Estero Island

Fort Myers Beach / Estero Island

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
To see more of the property go to coconutcottagefmb(dot)com. The Coconut Cottage is outfitted with all the comforts of home. The cottage has two bedrooms plus a den. Each bedroom has a queen bed, a dresser and closet. The den has a bunk bed system with a full size bot …see more

from $300 / night

$2,100 / week

Book View

from $300 / night

38

Vacation condo in Estero Island

Fort Myers Beach / Estero Island

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
This vacation home is a wonderful 2 bedroom (with hide-a-bed in living room), 2 bath situated on the 2nd floor, accessible by elevator, with all the options you might find at your place of residence. Renter must be 25+. With renovations completed in January of 2 …see more

from $350 / night

$1,895 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from $350 / night