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

Top Holiday Rentals Destinations in Lee County

Aparthotel in Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (716)
"great staff, nice rooms, quiet and pleasant get away"
United States
Andy
The price is AU$271
includes taxes & fees
15 Dec - 16 Dec
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Condo resort in Mid Island

5.0 star property
8.6 out of 10, Excellent, (2583)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is AU$624
includes taxes & fees
4 Dec - 5 Dec
Sundial Beach Resort & Spa

Aparthotel in Fort Myers Beach

3.5 star property
9.4 out of 10, Exceptional, (1568)
"Great room and view! Very clean and comfortable. Would recommend, a great location!"
United States
Catherine
The price is AU$754
includes taxes & fees
1 Jan - 2 Jan 2026
Edison Beach House

Aparthotel in South Island

3.5 star property
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
GullWing Beach Resort

Holiday Home in North Captiva

9.6 out of 10, Exceptional, (101)
"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 **

Aparthotel in Fort Myers Beach

2.0 star property
9.0 out of 10, Wonderful, (222)
"Great location and very clean, cute place"
United States
Sarah
The price is AU$135
includes taxes & fees
11 Dec - 12 Dec
Lazy Cuckoo Inn

Aparthotel in Fort Myers Beach

3.0 star property
8.8 out of 10, Excellent, (1014)
"Nice place"
United States
patrick
Lovers Key Resort

Aparthotel in West End

3.5 star property
9.4 out of 10, Exceptional, (1120)
"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 AU$390
includes taxes & fees
17 Dec - 18 Dec
Island Inn

Aparthotel in Mid Island

2.5 star property
10.0 out of 10, Exceptional, (2)
"Near the beach beautiful views and very quiet"
Mexico
Alberto
Sanibel Siesta on the Beach

Holiday Home in Pelican

9.4 out of 10, Exceptional, (26)
"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.

Condo in Mid Island

3.5 star property
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 303

Villa in Matlacha

3.0 star property
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is AU$319
includes taxes & fees
14 Dec - 15 Dec
Matlacha Tiny Village

Apartment in Mid Island

3.0 star property
7.8 out of 10, Good, (983)
"Will definitely stay here again!"
United States
Sasha
The price is AU$307
includes taxes & fees
6 Dec - 7 Dec
Flamingo Inn

Condo in Mid Island

4.0 star property
9.8 out of 10, Exceptional, (52)
"The condo is beautifully updated and decorated. It was in a great location with an easy and short walk to the beach and a quick drive into an area with shops and restaurants. The owner was always available to assist and had items delivered via Amazon when I inquired about them. The owner provided beach chairs, an umbrella, and beach towels which were nice to have ready to go to enjoy the beach. We had a lovely stay in this Condo. "
United States
Jana J.
BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH POOL 🏝️🌅 🏖️

Holiday Home in 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

Holiday Home in Pelican

3.0 star property
10.0 out of 10, Exceptional, (23)
"Great place for a family or friends trip. We really enjoyed having two king suites, a queen bedroom, and an additional smaller bedroom good for kids/teens. The pool and spa were great and everything was just as described. "
United States
Alicia M.
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

Holiday Home in Pelican

9.8 out of 10, Exceptional, (124)
"Great place to spent your holiday. We really enjoyed the house, the pool and the neighborhood. A full recommendation and a five star rating. Thank you Damien"
Germany
Björn H.
Luxurious Waterfront Villa with 4 Bedrooms, Private Heated Pool and Hot Tub!

Holiday Home in 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

Holiday Home in TP Hill's

9.6 out of 10, Exceptional, (14)
"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."
United States
Rina
Steps to BEACH/POOL/Times square

Holiday Home in Bonita Shores

10.0 out of 10, Exceptional, (170)
"Clean and cute i will totally stay here again!"
United States
Anne F.
The price is AU$623
includes taxes & fees
9 Dec - 10 Dec
Charming Beach Cottage with private pool - only 2 miles to stunning Bonita 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.

Black Friday Sale

Save up to 40% on select hotels
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 favourite 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 depend 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 chosen for you start as low as AU$135 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. 

Explore a world of travel with Expedia