Englewood Holiday Rentals

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Holiday Rentals in Englewood

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (2)
"Very friendly service!! Jim was amazing ! "
The price is NZ$745
includes taxes & fees
7 Mar - 8 Mar
Chadwick Cove Resort & Marina

Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

9.8 out of 10, Exceptional, (105)
"We had the greatest little getaway here! The place was clean and stocked with everything we needed, including beach supplies. It was awesome to walk directly onto the beach :) We can’t wait to come back! "
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

Sand in Your Toes . . . Right Out Your Front Door!

9.4 out of 10, Exceptional, (102)
"We found this to be our absolute favorite place yet!! It is PERFECT for us. It was clean and you cannot beat the location. We hope to stay again this time next year. THANK YOU. "
Sand in Your Toes . . . Right Out Your Front Door!

Breezy coastal duplex with private beach access & deck- dog-friendly

9.8 out of 10, Exceptional, (7)
"We had a lovely time.. needs to be updated. Area rug was very dirty.. could use some small upgrades. Kitchen well equipped."
The price is NZ$909
includes taxes & fees
17 Mar - 18 Mar
Breezy coastal duplex with private beach access & deck- dog-friendly

Paradise Cove at Lemon Bay

3.5 star property
8.0 out of 10, Very good, (73)
"Excellent stay. The unit is well furnished, with many lovely details (bath robe, bedspread on the couch, etc.), is clean and has everything you need. The mattress is comfortable. The place was completely cleaned up and fixed so soon after the storms. Liked evenings by the water and watching the sunset."
Paradise Cove at Lemon Bay

Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music

10.0 out of 10, Exceptional, (1)
"This was, hands down, our best visit and best rental in Manasota. The stairs were a bit daunting at first, but the amazing views made the climb worth the effort. Everything in the unit felt new, fresh and clean. Each of the 3 balconies has a lovely view of the gulf or the bay, so sunrises and sunsets were wonderful. We very much appreciated the pool on the few days where red tide made the beach impossible. Overall, we had such a great time that we have already booked for 2026."
Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music

Cottage on Lemon Bay, Beach Access, Kayaks!!

9.0 out of 10, Wonderful, (11)
"Perfect, older Florida beach cottage. Beautiful campus and walkable to beach, restaurants and bars. The cottage has a Keurig coffee maker so bring your favorite Keurig flavor pods. Bring your own beach chairs and supplies too. They are not provided. Not a great biking area so I wouldn’t recommend bringing bikes. The owner uses a 3rd party billing company so if you book through VRBO or Expedia, don’t panic if your credit card company notifies you of a fraud alert from a company you don’t...
Cottage on Lemon Bay, Beach Access, Kayaks!!

FLASH SALE - Beach & restaurants are OPEN - Fully renovated! Steps to beach.

10.0 out of 10, Exceptional, (95)
"We loved our stay, best beach home! And will be returning!! "
FLASH SALE - Beach & restaurants are OPEN - Fully renovated! Steps to beach.

60 STEPS TO BEST BEACH ON THE KEY! PRIVATE HOME ⭐⭐⭐⭐⭐ BEAUTIFUL BOTANICAL GARDEN

9.8 out of 10, Exceptional, (108)
"Very nice home like, great for family/friends gatherings. Suggest clarification on ad as to number of bathrooms, this place has only 1 bathroom & a outdoor shower. Great location. Will come back!"
60 STEPS TO BEST BEACH ON THE KEY! PRIVATE HOME ⭐⭐⭐⭐⭐ BEAUTIFUL BOTANICAL GARDEN

Englewood beach and Dearborn Street!

10.0 out of 10, Exceptional, (5)
"We stayed for a short weekend to see family and friends. Communication and response from the host was excellent."
Englewood beach and Dearborn Street!

Remodeled Manasota Key Bay Side 1 Bedroom Condo

3.5 star property
9.2 out of 10, Wonderful, (57)
"Had everything we needed and how close it was to the beach was perfect!"
Remodeled Manasota Key Bay Side 1 Bedroom Condo

This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (181)
"We were actually at a property in Venice Beach, a house with private pool. It was very nicely decorated and so comfortable. Close to everything. We had a blast."
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

10.0 out of 10, Exceptional, (57)
"The Lemon Shack is wonderful. All of the thoughtful details provided by the hosts were spot on. Everything you could ever need for a beach vacation was provided. Excellent communication from the host. The house was very clean and well stocked. Can’t recommend this place enough. "
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

7BR, 3BA, Sleeps 17 near Englewood Beach, Manasota Key

10.0 out of 10, Exceptional, (7)
"The home was perfect for our family get together! There were plenty of beds and bedrooms along with all the necessary amenities to accommodate a large group. The highlight of the property is the outdoor space, with a backyard right on the bay, complete with kayaks, paddleboards, a swing, dock, and firepit! Plenty to do at the property to keep us entertained during our long weekend stay. The host was also extremely helpful and promptly answered any questions we had and allowed us a late check...
7BR, 3BA, Sleeps 17 near Englewood Beach, Manasota Key

Waterfront Villa Seaglass

10.0 out of 10, Exceptional, (74)
"We really enjoyed our stay. Everything was very clean, check in was a breeze. Our only issue was heated pool was very chilly first day. We let Amy know and a maintenance/electrician was immediately dispatched and determined a breaker had blown. The next day temp was up and nearly perfect. Very quiet part of the island, convenient to everything. Our favorite restaurant was The Lighthouse Grill, about 12 minutes away. Highly recommend this property, Amy was a responsive and wonderful...
Waterfront Villa Seaglass

Fishing/ Boating Canal Front Home

9.8 out of 10, Exceptional, (69)
"Great home and great location. Would stay again for sure. "
Fishing/ Boating Canal Front Home

"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath

10.0 out of 10, Exceptional, (10)
"We had a birthday weekend for our son his family and brother & wife. It was perfect, the house was so well equipped, clean, and great location. Hopefully, we can stay there again!"
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath

Perfect Get-Away Beach Home for Families! Sleeps 12 to 14, Heated Pool & Spa.

9.8 out of 10, Exceptional, (208)
"Very versatile accommodation, short stroll to the beach (1km), quiet, very pleasant area, light traffic, great area for running BTW.A house in which 12 of us aged 7 to 77, members of 3 families from 3 different countries and cultures never had a cross word in 2 whole weeks!!"
Perfect Get-Away Beach Home for Families! Sleeps 12 to 14, Heated Pool & Spa.

Perfect Beach stay, Newly Renovated, Excellent Location 600ft 200 steps to Beach

9.4 out of 10, Exceptional, (63)
"We had an excellent stay. The condo was clean and stocked with everything needed. Pet Friendly and in a very nice area."
Perfect Beach stay, Newly Renovated, Excellent Location 600ft 200 steps to Beach

Bohemian Sunrise

10.0 out of 10, Exceptional, (78)
"The property was nice, very well stocked, kitchen dishes, towels, cleaning supplies etc. The bed was way too soft for us. The area was very nice and quiet. There were bikes but we never used them. Unfortunately the one thing we really wanted to use was the dock but it wasn’t available because of the storm and hadn’t been repaired yet. Would love to come back and stay a little longer."
Bohemian Sunrise
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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Other types of properties in Englewood you may be interested in

Sun Coast Inn

2.5 star property
8.0 out of 10, Very good, (777)
"Desk clerk very helpful notifying me by voice mail when leaving card at desk. "
The price is NZ$261
includes taxes & fees
3 Apr - 4 Apr
Sun Coast Inn

Motel 6 Englewood, FL

2.0 star property
6.2 out of 10, (420)
"Hosts were generous "
The price is NZ$309
includes taxes & fees
3 Apr - 4 Apr
Motel 6 Englewood, FL

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (2)
"Very friendly service!! Jim was amazing ! "
The price is NZ$745
includes taxes & fees
7 Mar - 8 Mar
Chadwick Cove Resort & Marina
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.

Frequently asked questions

Can I find a holiday rental in Englewood?

Yes, there are holiday rentals close to the most popular sights in Englewood, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the popular beaches in Englewood. Make sure you have time to check out the parks while you're in the area.

What are some of the best holiday rentals that Englewood has to offer?

FLASH SALE - Beach & restaurants are OPEN - Fully renovated! Steps to beach.: This highly rated holiday home rental in Englewood is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other homes for rent in Englewood include Fishing/ Boating Canal Front Home and Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit.

How many holiday rentals are there in Englewood?

Choose from 579 Expedia holiday rentals in Englewood for a memorable holiday.

What can I see and do in Englewood?

Blind Pass Beach and Englewood Beach are a couple of scenic spots to enjoy the outdoors, whereas Lemon Bay Playhouse is one of the cultural attractions. Other places in town to visit include Stump Pass Beach State Park and Manasota Beach.

What are holiday rentals like in Englewood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Englewood. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family getaway.