Lee County Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Top Cities in Lee County

Our top choices for Lee County holiday rentals

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
Bonita Springs
9.2 out of 10, Wonderful, (733)
"Room great clean, staff great.loved pool"
United States
Dennis
The price is NZ$433
includes taxes & fees
21 Dec - 22 Dec
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2584)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is NZ$791
includes taxes & fees
7 Jan - 8 Jan 2026
Sundial Beach Resort & Spa

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1581)
"Awesome stay "
United States
mary
The price is NZ$367
includes taxes & fees
23 Dec - 24 Dec
Edison Beach House

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
9.0 out of 10, Wonderful, (225)
"Room was very clean, and spacious. Very convenient location for Ft. Myers’s beach and Sanibel. "
United States
ANNA
The price is NZ$163
includes taxes & fees
21 Dec - 22 Dec
Lazy Cuckoo Inn

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
The price is NZ$968
includes taxes & fees
3 Jan - 4 Jan 2026
GullWing Beach Resort

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1122)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
The price is NZ$501
includes taxes & fees
5 Jan - 6 Jan 2026
Island Inn

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1017)
"Nice place"
United States
patrick
Lovers Key Resort

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
North Captiva
9.6 out of 10, Exceptional, (102)
"Absolutely breathtaking! I couldn’t get enough of the views. Sunrises were beautiful and to watch the storms rolling across the water was definitely a sight to see! The house had everything you needed and was super relaxing! We will definitely be back! The host was also super responsive which makes this home even better! Thank you for a wonderful week! "
United States
Kathleen S.
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

Sanibel Siesta on the Beach

Sanibel Siesta on the Beach
2.5 star property
Mid Island
10.0 out of 10, Exceptional, (4)
"Near the beach beautiful views and very quiet"
Mexico
Alberto
Sanibel Siesta on the Beach

2 Private Cabanas with kitchen and a Private Pool.

2 Private Cabanas with kitchen and a Private Pool.
Pelican
9.4 out of 10, Exceptional, (27)
"Property manager was great. Really enjoyed our stay. Would highly recommend others to stay here. "
United States
David H.
2 Private Cabanas with kitchen and a Private Pool.

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (983)
"Will definitely stay here again!"
United States
Sasha
The price is NZ$351
includes taxes & fees
22 Dec - 23 Dec
Flamingo Inn

Seaside 3 by Distinctive Beach Rentals

Seaside 3 by Distinctive Beach Rentals
3.5 star property
Mid Island
10.0 out of 10, Exceptional, (1)
"The property is all new inside and right on the beach. Gorgeous views, amazing wildlife, beautiful sunsets. We loved it."
United States
Kara
Seaside 3 by Distinctive Beach Rentals

NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites
3.0 star property
Pelican
10.0 out of 10, Exceptional, (24)
"The place was perfect. Location, house, pool, all the things. We can’t wait to book again!"
United States
Lori F.
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts
North Captiva
9.2 out of 10, Wonderful, (19)
"Everything was awesome "
United States
Marlen M.
Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (268)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is NZ$354
includes taxes & fees
20 Dec - 21 Dec
Matlacha Tiny Village

BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH POOL 🏝️🌅 🏖️

BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH POOL 🏝️🌅 🏖️
4.0 star property
Mid Island
9.8 out of 10, Exceptional, (53)
"Great communication. Easy check in and out. Very clean and quiet condo. About 100 yard walk to beach. Would recommend to anyone to stay there. "
United States
Martin
BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH POOL 🏝️🌅 🏖️

Charming Beach Cottage with private pool - only 2 miles to stunning Bonita Beach

Charming Beach Cottage with private pool - only 2 miles to stunning Bonita Beach
Bonita Shores
10.0 out of 10, Exceptional, (172)
"Clean and cute i will totally stay here again!"
United States
Anne F.
Charming Beach Cottage with private pool - only 2 miles to stunning Bonita Beach

Paradise Vacation Pool Home Last minute $155

Paradise Vacation Pool Home Last minute $155
Pelican
10.0 out of 10, Exceptional, (7)
"The place was very nice, our hostess was very attentive to any questions or requests. Overall I definitely look forward to my next visit."
United States
John T.
Paradise Vacation Pool Home Last minute $155

Your Finest Vacation!

Your Finest Vacation!
Caloosahatchee
9.8 out of 10, Exceptional, (138)
"Spending a few days at the Majestic Villa was a wonderful experience which I would do immediately again. A wonderful place to relax with family/friends. The villa is in good shape, clean with all available which you need to spend a good time. "
United States
Juerg N.
Your Finest Vacation!

PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
Trafalgar
10.0 out of 10, Exceptional, (42)
"We came for a week of total relaxation. It was all that. Pool was amazing, kitchen was fully stocked with everything you could need and the entire place was so comfortable. The pool guys came on Thursday- great guys- very friendly and fast in doing their jobs. Close to everything so there’s always something to do but also was a great place to just be. 5 out of 5 stars! Would definitely stay again "
United States
Heidi S.
PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!
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 Lee County Hotel Reviews

Find out more about Lee County

Everything you need to know about Lee County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lee County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lee County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lee County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lee County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lee County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lee County holiday rentals we have selected for you start as low as NZ$163 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lee County rentals

At Expedia, we put the best Lee County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lee County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lee County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lee County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.