
Villa vacation rentals in Englewood
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Top-rated villa rentals in Englewood
Guests agree: these villas are highly rated for location, cleanliness, and more.
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Popular amenities for Englewood villa rentals
Private villa rentals

Villa Flamingo Bay
Our stay was absolutely wonderful! I reached out prior to our trip to ask if there was a pack and play or high chair on the property as we were driving in with 3 small kids and the car was packed. They quickly responded that they will get whatever we needed. The pack and play was there upon arrival and the next morning they showed up with a brand new high chair for our baby to use during our stay! The pool heater was not cooperating so they sent someone out to have it looked over and the water was perfectly warm for the rest of our trip. The house was spotless and had everything we needed and more to enjoy our time there. Thank you Angelika and Harmut for a wonderful vacation!

Canal Front 3-Bedroom Grand Villa with Pool
Perfect place for a short vacation or long stay. Host was quick to respond on questions. The pool is a big plus for this property. Will book again if available for future vacations.

Luxury sanctuary home $ heated Pool Cape Coral
I recommend this place! Great host, house, and location. 5 stars.

Gulf Coast Floridian Villa with Pool
We had a wonderful stay! Graham was an excellent host, and everything was perfect during our 5 night stay. The pool is gorgeous, warm, and has a beautiful backdrop of the golf course. We loved watching the sun rise there every morning. The home was spacious, clean, and incredibly comfortable. Would absolutely stay again!

Spacious Home with Heated Pool Near Beaches
The house was absolutely beautiful and stunning. I loved everything about staying there. It was very peaceful. I look forward to staying again in the future. I also live the proximity to the beaches.

Picturesque Waterfront Villa w/Canal & Heated Pool
We had a wonderful two week stay at this beautiful Airbnb. The amenities were wonderful from beach chairs to anything you need in the kitchen, including spices.

Perfect Location w/ pool -close to beach or DT!
We lucked out when we found Kimberley’s pet friendly home for a quick holiday weekend getaway. The location to Siesta Key was incredible but just far enough away that we could get a peaceful night. The home was well stocked and spacious for our group of 2 adults, 2 kids and 2 dogs and we had a great time going for walks and even doing an Easter egg hunt in the yard. Such a memorable trip with plenty of beach time, private pool time and an incredible nights sleep with the softest sheets ever! The house was really clean and although I was a little nervous with a 1bed/1 bath attached, we rarely saw the guests and when they were home they were respectful and quiet. Don’t think twice about booking this little gem!

Unwind at Casa Blu: Sun, fun, pool, close to Beach
Nice house in a quiet neighborhood. Perfect for relaxing in the pool.
Luxury villa rentals

STUNNING 3/2 beach+pool property! 2 kings/2 bunks!
We loved staying here especially having the beach just a few feet away! Although there was construction taking place in the development, it did not interfere with our stay at all! We didn’t even notice the workers on site. If you get a chance to book this home, do it. April is an amazing host and has thought of every amenity possible! We look forward to booking again soon!

Luxe 5 BR/4 bath. Dock/Lift. View. Pool. Hot Tub.
10/10 Absolutely loved Dave’s place! Honestly the best stocked out house we’ve ever stayed in. house was clean and functional. It was great for our 3 family group of 12. (6 kids & 6 adults) We easily fit 2 boats (22ft bay boat & 25 ft offshore boat) on the seawall at Dave’s house. The outdoor living spaces were the best. We spent the majority of our 6 days outside on the pool deck. The pool was great, we all thoroughly enjoyed the pool. Dave was super quick to answer any questions and resolve a little issue we had. The beds were cozy. Plenty of bathrooms which was great since we had 12 people in our group. Huge island in the kitchen, and plenty of places to sit and eat. It was very comfortable even with so many people. You can’t beat the location. Just a few minutes to Stumps Pass by boat. A little bit longer you can be to LGI or Cayo Costa. We would absolutely rent Dave’s place again

Sarasota Luxury Pool Retreat Near Siesta
Alex was very professional and promptly addressed any issues we had. By issues I mean, getting us more towels and fixing the pool where it was losing water. Would definitely recommend this place!

Minutes to Gulf Ideal for Serious Boaters
Beautiful place with a beautiful sunset over the canal. Was so much fun for the entire family with the pool and the great weather. Will definitely book again in the future. Also loved how quick and easy communication was with him through the entire process

Ocean View Villa Manasota Key
Fabulous location…pathway leads right to the beach. Lovely and quiet house well manicured and comfortable. Great new appliances in the basic kitchen. Looking forward to returning!!

Luxury Villa in Punta Gorda Isles
The Punta Gorda Villa was beautiful, there was plenty of room for our party of 14. Pavel was very responsive to questions I had, even on Christmas Eve when Amazon decided to deliver a package for us early. At some point he was able to bring our package in so when we arrived it was in the house. It was nice to come and relax at a home after our boys’ baseball tournament instead of a hotel room. If we are ever in the area again we would definitely rent this beautiful home.

Private Luxury Heated Pool, Spa,Gulf-Access Oasis
They only thing I can say about Mike and Melissa ‘s place is that you will get everything you need right at their house !!! When we arrived we felt right at home , at with 2 kids and a baby , it is not something easy to achieve! If you are thinking about going to Cape Coral/Fort Myer …this is the place you want to book for your family!!! Thank you for everything.
Villa rentals with a pool

Stunning Lake View Villa with Heated Pool and SPA
Absolutely breathtaking view and gorgeous updated home! Owner was extremely receptive and communicative!! Gorgeous gorgeous home!! The breeze was amazing!!!!!

Villa Private Heated Pool &Golf
The house we rented was clean and tidy. Kristina is an attentive hostess who has provided everything we needed for a comfortable stay. She quickly answered questions and resolved some questions that arose. We are grateful for the vacation spent at Kristina's house.

SEALAND 3/2 Modern Villa w/ Pool near Siesta
This was one of the BEST air b&b’s I have stayed at in Sarasota so far!! Aside from the beautiful weather Inas home was very clean, and had all the amenities needed!! The pictures look exactly like what her home has to offer. She was very responsive and kind. We asked for the pool heated for the extra daily charge and she did it immediately! Very close and convenient to all grocery stores, gas stations and restaurants. About a 10 minute ride to beautiful siesta key beach. I give 10 Stars !!! Highly recommend!! Thank you Ina for hosting us and we hope to be back soon !!!! For the next guests enjoy!!

Florida lakeside home - south facing pool & deck
Great house. It’s very spacious and has everything you could possibly need. Clean and comfortable furniture and bedding. Felt very safe in the neighborhood and loved checking out the local nature.

Gorgeous Picasso Style Villa
What a wonderful home! We could not have asked for anything more. Close to beaches and shopping. Perfect home to enjoy the Florida sun and your own pool. Check in and out was simple and Dave was super easy to Correspond with. Hoping to make this a yearly trip.

Spring N2 Summer! Sunshine + Warmth!
From first communication to last , it was a wonderful trip and overall experience. Rachael was great at providing recommendations. House was amazing..we enjoyed many lazy days by the pool. 45-50 mins from Fort Myers and Sanibel ....would absolutely stay again!!! if I could give 6 stars for the whole experience, i absolutely would. Tom and Rachael, thank you again for a truly memorable trip ! Kids cannot stop talking about when we are coming back!

Beautiful Villa! Private Pool Bike to Boca Grande
Great home for a group…we especially enjoyed the pool, kitchen and shuffle board table!

Brand New! Fabulous Paradise 3 b/ 2 bath Villa
We thoroughly enjoyed our stay at Sandra’s beautiful home and really feel lucky….as well as blessed to have spent a month there! We loved our daily routine starting with walks in the quiet neighborhood and later relaxing by the pool. We visited our favorite beach on Boca Grande several times….with many gorgeous sunsets! If you are lucky enough to spend any time at Sandra’s I’m positive you’ll feel the same. The location is excellent for any day trips you may want to take. The house itself is very comfortable….and rest assured you won’t find anything she has forgotten! We are hoping to stay again…for now we’ve got great memories!!
Quick stats about villa rentals in Englewood
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Crescent Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Myakka River State Park
- River Strand Golf and Country Club
- Englewood Beach
- Lovers Key Beach
- Lakewood National Golf Club
- Van Wezel Performing Arts Hall
- South Jetty Beach
- Tarpon Bay Beach
- Boca Beach
- Tara Golf & Country Club
- Del Tura Golf & Country Club
- Bonita Beach Dog Park
- Gasparilla Island State Park
- Manatee Park
- Stump Pass Beach State Park
- North Jetty Beach
- Point Of Rocks
- Public Beach - 100 Broadway