Englewood FL Vacation Rentals

Compare 38 vacation rentals.
Home > USA > Florida > Englewood

Make Englewood your next getaway

Where peaceful beaches meet pristine nature, Englewood, Florida offers a Gulf Coast getaway full of sun, shelling, and old-Florida charm. With uncrowded beaches, wildlife-rich waters, and a welcoming small-town vibe, this laid-back destination is ideal for travelers looking to slow down and experience the outdoors—from kayaking and fishing to dolphin cruises and beachcombing under endless skies. 

Top Englewood property types

housing_type_house.jpg

House rentals

View 18 House rentals
housing_type_duplex.jpg

Duplexes

View 10 Duplexes
housing_type_condo.jpg

Condo rentals

View 7 Condo rentals

Popular amenities for Englewood vacation rentals

Popular
Dog-friendly Hot tub Internet
Blissful Beach Retreat D
0 Bedroom | 1 Bath | Sleeps 2

Blissful Beach Retreat D - Englewood, FL

$120 avg / night
(excludes fees and taxes)
4.5 (4)
The Dockhouse
2 Bedroom | 1.5 Bath | Sleeps 4

The Dockhouse - Englewood, FL

$122 avg / night
(excludes fees and taxes)
4.0 (3)
Blissful Beach Retreat C
0 Bedroom | 1 Bath | Sleeps 2

Blissful Beach Retreat C - Englewood, FL

$103 avg / night
(excludes fees and taxes)
5.0 (5)
Beach House Retreat
3 Bedroom | 2 Bath | Sleeps 8

Beach House Retreat - Englewood, FL

$307 avg / night
(excludes fees and taxes)
Blissful Beach Retreat A
2 Bedroom | 1 Bath | Sleeps 4

Blissful Beach Retreat A - Englewood, FL

$116 avg / night
(excludes fees and taxes)
4.0 (23)

View 33 more homes

Recent Englewood guest reviews

From the minute we walked in the door, we fell in love with this house. It had a modern, coastal farmhouse vibe and everything was so nicely decorated and CLEAN. Furniture was comfy & kitchen well-stocked. We had all the comforts of home staying here. The pool area was a private oasis and we spent a few evenings outside playing board games and just found the home to be everything we were looking for. Close to dining and beaches. We absolutely had a wonderful stay!! Would highly recommend.
Kimberly H. | Mar 2026
We rented this home as a group of four friends, and he couldn’t have had a better time here. The pool was right next to the rental and the beach was within 1000 feet. People here were overly welcoming and kind and we’re willing to help us with recommendations in the area or settling. This space was very clean and well put together had everything we needed and more. The space is perfect for a family or a group of friends like ourselves. The area has everything you may need within a five minute drive which makes for the perfect oasis. I highly recommend staying here if you want your state to be seamless and full of all the amenities you may imagine. thank you for such a great space for us to create so many memories!
Catou P. | Mar 2026
Clean, well stocked
CATHY M. | Mar 2026
Englewood vacation rental FAQ

Yes, 22 of our Englewood homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 102 of our Englewood vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Englewood vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Englewood team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Englewood, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Why vacation in Englewood?

Englewood is the kind of place where the beach still feels local, the seafood is always fresh, and the best moments happen with a view of the water. Located between Sarasota and Fort Myers, this quiet coastal town offers the perks of the Gulf without the busier crowds of more commercial destinations.

It’s especially popular for nature lovers, boaters, families, and snowbirds who want everything from shaded mangrove trails to laid-back beach days. You’ll find natural parks, art markets, and plenty of water access—plus the kind of charm that makes you feel like a longtime visitor on day one.

Things to do in Englewood, FL

Where to stay in Englewood

Vacation rentals in Englewood offer something for every traveler—from beachfront condos and canal-front homes to quiet neighborhood cottages close to parks and markets. Most stays are located minutes from the beach, boat launches, or nature trails—making it easy to enjoy the best of coastal Florida without the crowds.

Whether you're visiting for a week or a winter season, you’ll find peace, comfort, and classic Gulf charm around every corner. 

Fall into the rhythm of the real Florida

Englewood is a town that lets you slow down. It’s beach mornings without rush, afternoons in the sun, and nights spent under stars with the sound of the water nearby. With warm hospitality, preserved nature, and simple coastal pleasures, Englewood is everything you want in a Florida getaway—and nothing you don’t.

Englewood travel inspiration

The best beaches in Southwest Florida