Holiday Homes in Englewood

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Featured Holiday Homes in Englewood

Blue Pineapple Delight

10.0 out of 10, Exceptional, (11)
"I am working nearby this summer and needed a safe, pet-friendly and spacious cottage to stay. This checked all the boxes and the owner was very gracious with checking in/out dates. I even picked a fresh pineapple out of the front yard to eat! It’s an “old Florida” vibe in the neighborhood, super close to beach area and next to a Boy Scout lodge. As a female traveling with my daughter I felt safe. The washer/dryer was appreciated! We enjoyed the screened porch in the evenings. The cottage is very...
Blue Pineapple Delight

Walkout to the Beach! Beautiful Setting on the Gulf! Amazing Sunsets!

9.0 out of 10, Wonderful, (51)
"We loved our stay. Everything was perfect. Highly recommend!"
Walkout to the Beach! Beautiful Setting on the Gulf! Amazing Sunsets!

Casa Sangria Delights

9.4 out of 10, Exceptional, (161)
"Super cute little cottage that was perfectly located on the key !! This key is my happy place and now my freind’s as well ! The walkability to the beach and restaurants is perfect from the cottage !! The pool is a big bonus too on the warmer days when you just don’t want to get sandy…5 stars all around!!!"
Casa Sangria Delights

Englewood Home w/ Shared Pool & Screened Lanai!

10.0 out of 10, Exceptional, (4)
"We've spent two 4th of July's at this house and absolutely love it. The location is wonderful, the property manager is very responsive, and the house is so much more than you'd expect. We spent such a lovely holiday cooking and watching the kids play in the pool. Would recommend a million times over."
Englewood Home w/ Shared Pool & Screened Lanai!

Luxury Lemon Bay 4 BR villa just 0.6 mile away from Manasota Beach

9.6 out of 10, Exceptional, (54)
"A July 4th celebration with adult children coming and going made this week of vacation super special. Being within walking distance of Manasota Beach was terrific…especially with all of the holiday traffic! No worries about finding a place to park when you can just walk to the beach! We loved the pool and the large screened porch with sufficient seating for all. Hope to rent again!"
Luxury Lemon Bay 4 BR villa just 0.6 mile away from Manasota Beach

Beachfront Treehouse & Picturesque Sunsets

8.8 out of 10, Excellent, (9)
"wonderful property on the beach, beach view from living area, everything you needed was available including washer and dryer, outside showers, beach towels etc., worth every penny"
Beachfront Treehouse & Picturesque Sunsets

.9 Mi to MANASOTA BEACH~Bike to Beach!

10.0 out of 10, Exceptional, (60)
"Quit neighborhood. Place exceeded expectations. Owner provided many extras we usually don’t get with a vrbo"
.9 Mi to MANASOTA BEACH~Bike to Beach!

🐬NO DAMAGES, ACCEPTING BOOKINGS, New Private Heated Pool and Hot Tub🐬

9.8 out of 10, Exceptional, (6)
"Very nice as advertised, short walk to the beach. Pool was nice. Communication was great."
The price is AU$808
includes taxes & fees
27 Nov - 28 Nov
🐬NO DAMAGES, ACCEPTING BOOKINGS, New Private Heated Pool and Hot Tub🐬

Florida Casita, pool & beach 5 min!

10.0 out of 10, Exceptional, (1)
"The house is casual and comfy. Pool in back was great and house has a nice layout! All the basic--towels,dishes. Was a wonderful vacation!"
Florida Casita, pool & beach 5 min!

Family Friendly 3BR Beach House with salt water heated pool

10.0 out of 10, Exceptional, (8)
"Very nice place, better than it looks on VRBO pictures: clean, really clean, big garage you can use so your car is not hot in a morning. Very good central air, quiet and strong. The place is close to the best beaches like Boca Grande and shopping: Walmart, Starbucks, Publix. All of it nearby."
Family Friendly 3BR Beach House with salt water heated pool

Charming 3-bedroom house with AC and WiFi in delightful Englewood

2.0 star property
Charming 3-bedroom house with AC and WiFi in delightful Englewood

Private Beach and Incredible Sunsets-Exquisite Home

9.6 out of 10, Exceptional, (8)
"Great private location! Nice house with great views!"
Private Beach and Incredible Sunsets-Exquisite Home

Beachfront Home with Pool/Spa! Private Island Living on 1 Acre

9.2 out of 10, Wonderful, (52)
"This property is an amazing location. The property was fantastic and accommodating period checking process was easy. Easy to deal with. We highly recommend this property and we will be back. "
Beachfront Home with Pool/Spa! Private Island Living on 1 Acre

Waterfront! Your boat to Lemon Bay, JACUZZI and FUN! Easy to shops and Beaches

8.6 out of 10, Excellent, (7)
"This home makes for a relaxing getaway. It has plenty of room for the family, including our fur babies, and the jacuzzi is absolutely wonderful! We took our flats boat and had no trouble navigating to lemon bay and back at high or low tides. We would love to stay here again in the future!"
Waterfront! Your boat to Lemon Bay, JACUZZI and FUN! Easy to shops and Beaches

Gorgeous house , private road, 0.8 miles to Manasota Beach

10.0 out of 10, Exceptional, (4)
"My cousin and I enjoyed our stay. The screened deck was our favorite place to be in the morning and evening."
Gorgeous house , private road, 0.8 miles to Manasota Beach

Luxe Beachfront Villa with Indoor Pool & Gulf View

9.2 out of 10, Wonderful, (25)
"Nice house cold pool"
Luxe Beachfront Villa with Indoor Pool & Gulf View

SeaTurtle 🐢Bayfront w/ heated pool, steps to Beach, Sleeps 10, Pets🐾

9.8 out of 10, Exceptional, (45)
"First time to this part of the Gulf. It’s beautiful. We were lucky with great weather. The house was great. Furniture a bit dated but comfortable overall. The house is large and you get your steps in walking from one side to the other. The little guest house room was great as well. Updated kitchen and baths. The TVs were a challenge. There is no dock on the bay and no hot tub. The yard was great once they mowed mid week. Pool was a hit. We enjoyed seeing the dolphin and manatees in our...
SeaTurtle 🐢Bayfront w/ heated pool, steps to Beach, Sleeps 10, Pets🐾

2.3 miles from Manasota Beach

10.0 out of 10, Exceptional, (27)
"Perfect place plenty of room, quiet, easy access to all that we love❤️"
2.3 miles from Manasota Beach

Beautiful Canal Front Home. Pet friendly!

8.0 out of 10, Very good, (4)
"Beautiful home Spacious. Quiet neighborhood Friendly neighbors."
Beautiful Canal Front Home. Pet friendly!

Heated Pool in Luxurious home, 3 minutes to beach

9.6 out of 10, Exceptional, (57)
"We had a great stay. The house has beds for 6, plus 1 rollout bed, 1 air mattress, and 3 couches. Most of the week we had 7 people in the house, but the last two nights we had 9. We had most of what we needed in the kitchen, though some storage with lids would be nice. We loved the space and the decor. We used the pool and the beach stuff to go to Manasota Key Beach. The beach is a very short drive. We were also close to shopping (Walmart, Publix, etc. Definitely recommend Detwiler's, though...
Heated Pool in Luxurious home, 3 minutes to 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.
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Other property types in Englewood

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

10.0 out of 10, Exceptional, (102)
"So it was immediately after Hurricane Helene. Pat kept us updated as we were on the road to the property. The day before we were to arrive Pat called and said option A was out and option B would have too much water. So she refunded all our money including the VRBO fee. Excellent and honest host."
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

10.0 out of 10, Exceptional, (65)
"The place is just as it looks in photos. Private beach access with a 15 second walk. Plenty of restaurants and entertainment in the area. We will definitely go back!"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!

10.0 out of 10, Exceptional, (43)
"This was really a nice getaway for our anniversary. The accommodations were as depicted in the listing pictures. It was clean and well kept. The beach was very accessible and we appreciated the use of the umbrella and beach chairs in the storage unit. The views were very nice from the balcony and there were a number of restaurants within walking distance. We enjoyed our stay and would recommend and use again."
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
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.
Beautiful view of the beach with palm trees

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