
Villa holiday rentals in Englewood
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Top-rated villa rentals in Englewood
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Popular amenities for villa rentals in Englewood
Private villa rentals

Villa Stella
5 Stars – A Beautiful and Relaxing Stay! Thank you so much for sharing your beautiful home with us! The house was spacious, well-equipped, and perfect for our family. The peaceful neighborhood and stunning views made it feel like a true getaway. Our son had a blast fishing off the dock, while we enjoyed relaxing by the pool. The host was incredibly responsive to all of our questions, which made our stay even more enjoyable. The only downside was that the fish weren’t biting, but that’s nature! Overall, we had an amazing time and would definitely recommend this home to others.

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.

Vacation Villa/Resort Pool 4 miles to Siesta Key
Perfect space to get away. Victoria’s place was very clean. Had tons of toiletries. Tons of Amenities. Beach toys. Coolers. Pool towels. Matched the description perfectly. We will definitely be back!! 10/10 recommend.

Modern Coastal 3 BDR Villa - Heated Pool & Office!
Extremely fast communication with host! Very accommodating. Enjoyed our stay and would stay again.

Newly Built Port Charlotte Retreat w/ Patio!
We stayed a few weeks and was very comfortable. The house was exactly as described and very clean. I would absolutely stay here again!

The Yellowtail
Jason greeted us when we arrived. There was a bottle of wine and some snacks waiting inside. Nice!!! It was like an oasis near the city. I knew we were close to everything but felt like we were miles away. We had a partially fenced grassy area to let the dogs run outside (part of the reason we chose this place). There were plenty of amenities to add to our relaxation… bicycles, corn hole boards, laundry, a private beach (larger than it looked in the picture), a dock and a beautiful sunset. We drove to Boca Grande and enjoyed the gulf. Ate dinner at Farlow’s. And, relaxed!!!

Charming 2/2 Village des Pins close to Siesta Key
This villa was very quiet and private. The view of the surrounding area from the lanai was especially enjoyable. It is just a short walk to the pool and to the outdoor grills. The circle is a great place to get a walk in anytime, day or night. The neighborhood is quiet and has a very safe and friendly feel. Clara went out of her way to help when called upon.

Gondola Dr house with private swimming pool
I really enjoyed staying in that house, excellent location abeam the golf course and in a quite and secure neighbourhood. Place is very well kept and clean. Wide spaces and well equipped. The pool has a very clean water and being in the direction of the golf course is quite and provide privacy and a good sun exposure. That was my first time in Venice. I really appreciated the time I spent there. Owner is an excellent host.
Luxury villa rentals

Luxe 5 BR/4 bath. Dock/Lift. View. Pool. Hot Tub.
We had a great stay. Dave was a terrific host, responding very quickly to our questions. The area is very quiet with friendly neighbours. The views from the front of the property are spectacular and we witnessed so many amazing sunsets. The wildlife is incredible we saw manatees numerous times in the canal and in the inter coastal waterways, 2 cheeky sea otters in the canal and not to mention the beautiful bird life and dolphins. The house is spacious and has a well stocked kitchen everything you could possibly need. We used the pool everyday it’s a great size. It’s a great house

Calusa.. your perfect Florida Gulf coast getaway
Great place and location, we have an amazing time!!!

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

Paradise with a pool, pier and private beach area
Beautiful house! Lots of room for everyone, sparkling clean! Fantastic location. Perfect for our family gathering.

Luxury Retreats at Boca Grande - Boca Bay Watch
We really enjoyed our stay and will definitely be back! This is a great location, especially for boaters. The pool was great. The sunrise views and watching the boats come and go were incredible. You’re walking distance from the beach and some great restaurants (i.e. Temptations, Scarpa’s, The Outlet, Pink Elephant, etc.). The pool was great, especially for entertaining the kids. The house was incredible and the host was very responsive and accommodating. I highly recommend renting a golf cart from Kappy’s (host recommendation) to putz around town and explore the area.

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.

Waterfront Resort Villa heated salt pool dock
The pictures don’t describe the beauty and comfort of this home. The pool is a tropical oasis of palms and lush landscape. There are so many wonderful outdoor areas to go to and sit to soak it all in while the kids swim in the secluded and beautiful pool. Our host was so responsive and I was surprised to find a gorgeous vase of flowers, chocolates, fruit platter, and bottle of wine upon our arrival!! All of the little “extras” really just make vacationing so much easier…such as laundry and dish soap, beach towels, chairs, umbrellas, etc… shower items, and so much more!! This has been our family’s favorite place so far in the lower Gulf area. We rented a boat and the husband was happy to be able to dock it right next to the house so he could jump on and fish. We spent a lot of time as a family on the boat and exploring new areas. So much fun! Thank you for making our vacation to Port Charlotte so comfortable and memorable!! Highly recommend ❤️

Glamorous 3 Bedroom Villa w/Pool in Sarasota Area
Pavel is an amazing host! House was spotless, extremely clean. The pool is heated and the whole pool area is beautifully lit up at night. Highly recommend!
Villa rentals with a pool

Rotonda West - Golfers and Walkers Heaven
We enjoyed our month at Ray and Janes house. Great location, spacious house, nice pool and quiet neighbourhood. Walked the trails behind the house in the park almost everyday, lots of gators in the ponds any many birds around. Would definitely stay again.

Villa Nautica - Gulf access Cape Coral
We decided to book a last minute family trip to FL. My wife found the Villa Nautica and absolutely loved what she saw from the photos. As soon as we arrived the outside and inside of the house was absolutely beautiful! Photos don’t do it justice! House was super clean and had every amenity a family could need. We absolutely loved our stay and look forward to another family vacation to the Villa Nautica! Would definitely recommend this house.

VIlla Venice
Great for families. This clean, cozy and well appointed home is in a quiet neighborhood close the beach, down town and restaurants. There is plenty of room to relax and the pool was a nice option. Just was helpful. Would recommend.

Serine and peaceful waterfront pool villa
The Port Charlotte home has a charming view of a small lake from the enclosed screen area surrounding the pool. It was a nice place to sit and read, and see various birds, including pelicans and flocks of cormorants (I believe). Two things to mention: There is an additional charge of $25 per day to heat the pool, payable directly to the owners. We understand that other owners do this as well but seems a bit strange. The suggested payment mechanisms are not available to non-US residents. The cooktop is an induction model; those not familiar with this type of appliance may wish to look it up in advance since there are no instructions for the rather obscure icons. There were some inconsistencies between the long pre-stay messages on rules and those in the on-site book.

NEW-Cheerful 2-bedroom villa-13 min. to Siesta Key
Agata's villa was perfect and she was very responsive when we had a question. We appreciated the well equipped kitchen, modern appliances, lanai dining table, the reading lights and comfortable furniture in the living room, the bathtub as well as shower in both bathrooms, the Smart TV (there are three TVs), and the beach and children's equipment in the garage. The complex is lovely, peaceful and private -- a good place to take a walk, swim in the pool, play pickleball with an active group, use the billiards table in the clubhouse, join in on occasional activities such as bingo or trivia. The area is close to grocery shopping, The Legacy Trail for biking, Tamiami Trail and convenient for traveling to area beaches. We plan to go back here again and again. Thank you, Agata!

Sanctuary w/covered heated saltwater pool on canal
Loved this house. The trees in their yard are AMAZING! The pool was very warm. Loved the outdoor couch and TV area. Host was wonderful. Will definitely stay here again. The pantry had some spices and basic cooking ingredients, which is always nice. It's furnished and decorated well.

Luxury Home With Pool Minutes to the Beach!
Stayed many times in the past 10 years. Updated recently. Absolute dream to visit. Quiet location great neighbours very friendly. Good restaurants close by. Owner is very quick to respond to any questions. house is very clean and well maintained. Will be booking again.

Phoenix, quite Area, Pool and great water few
We just wrapped up our annual Christmas in Florida vacation and everything was spectacular! The house was wonderful- comfortable, clean and incredibly well stocked. We’ve stayed at several AirBnb’s and the kitchen in this home was very well equipped- everything that we needed was right there for us. Brigette was quick to respond to any of our questions and needs. Her recommendation to visit Farmer Joe’s, a local grocery store was awesome! About half way through our stay we noticed that the pool pump wasn’t running until 1 pm. Brigitte had the pool company out in less than 20 mins to take a look - all it needed was a quick reset. As we make our long journey back to Wisconsin, we’re missing the beautiful pool with gorgeous evening sunsets. Looking forward to our 2025 trip & renting with Brigette again :)
Quick stats about villa rentals in Englewood
Total rentals
40 properties
Nightly prices starting at
₹7,789 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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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Myakka River State Park
- North Jetty Beach
- South Jetty Beach
- Marie Selby Botanical Gardens
- Englewood Beach
- Tara Golf & Country Club
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Gasparilla Island State Park
- Blind Pass Beach