Villa vacation rentals in Englewood

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Popular amenities for Englewood villa rentals

Private villa rentals

Superhost
A screened pool area is visible, featuring a bright blue swimming pool with a floating pink pool mattress. Lush palm trees line the waterway, and a well-maintained patio includes white lounge chairs positioned for sunbathing, creating a serene retreat.
Villa in Cape Coral
4.88 out of 5 average rating, 26 reviews

Villa Flamingo Bay

PatriciaRating, 5 stars3 months ago
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!
Superhost
The serene view from the indoor space showcases a sparkling pool under a sunrise sky, with hues of orange and pink reflecting on the water. Nearby trees and a canal can be seen beyond the pool enclosure, providing a calming backdrop.
Villa in Port Charlotte
4.77 out of 5 average rating, 31 reviews

Canal Front 3-Bedroom Grand Villa with Pool

JohannesRating, 5 stars5 days ago
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.
Guest favorite
The outdoor area features a screened lanai with a spacious heated pool surrounded by a stone patio. Comfortable seating arrangements and a dining set provide options for relaxation and meals. The scene is complemented by views of the lush greenery beyond the pool area.
Villa in Burnt Store
4.92 out of 5 average rating, 13 reviews

Luxury sanctuary home $ heated Pool Cape Coral

ZachRating, 5 stars2 weeks ago
I recommend this place! Great host, house, and location. 5 stars.
Top guest favorite
A serene view of the sunset is captured through the screen enclosure, showcasing a heated pool reflecting the warm colors of the sky. Lush greenery and palm trees frame the tranquil scene, creating a peaceful atmosphere over the golf course.
Villa in Rotonda West
5 out of 5 average rating, 68 reviews

Gulf Coast Floridian Villa with Pool

AlyssaRating, 5 stars1 week ago
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!
Guest favorite
The spacious living area features a plush sectional sofa and a large entertainment center with a wall-mounted TV. Light blue walls complement the decor, and a tropical painting adds a touch of charm. An inviting pool is visible through large glass doors, enhancing the open-concept layout.
Villa in Rotonda West
5 out of 5 average rating, 20 reviews

Spacious Home with Heated Pool Near Beaches

KatRating, 5 stars2 days ago
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.
Top guest favorite
The pool area features a private, heated pool surrounded by a screened lanai. Comfortable loungers provide relaxation space under a bright sky, while a shaded dining area is visible in the background. The space is maintained with a clean, inviting appearance.
Villa in Cape Coral
4.97 out of 5 average rating, 61 reviews

Picturesque Waterfront Villa w/Canal & Heated Pool

JudithRating, 5 stars1 week ago
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.
Superhost
The Ca' d'Zan Mansion showcases an elegant courtyard adorned with lush greenery and vibrant flowers. A prominent fountain is positioned at the center, surrounded by meticulously arranged gardens. The mansion's architectural details, including arches and columns, are visible in the background.
Villa in Sarasota
4.73 out of 5 average rating, 213 reviews

Perfect Location w/ pool -close to beach or DT!

JanetRating, 5 stars1 week ago
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!
Guest favorite
A private saltwater pool is surrounded by a screened lanai, featuring clear water reflecting sunlight. Poolside, a handrail is visible for safety, and tropical landscaping can be seen in the background, enhancing the outdoor recreational space.
Villa in Englewood
4.93 out of 5 average rating, 120 reviews

Unwind at Casa Blu: Sun, fun, pool, close to Beach

CynthiaRating, 5 stars2 weeks ago
Nice house in a quiet neighborhood. Perfect for relaxing in the pool.

Luxury villa rentals

Guest favorite
A sandy pathway leads from the property to the beach, framed by lush greenery. The ocean is visible in the distance under a partly cloudy sky, inviting guests to explore the nearby shoreline.
Villa in Englewood
4.95 out of 5 average rating, 98 reviews

STUNNING 3/2 beach+pool property! 2 kings/2 bunks!

JenniferRating, 5 stars9 months ago
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!
Superhost
An aerial view captures the waterfront neighborhood featuring a mix of modern homes and docks. The tranquil waters of Lemon Bay extend into the distance, bordered by lush green vegetation. The image highlights a protected canal, enhancing the sense of a serene coastal community.
Villa in Englewood
4.88 out of 5 average rating, 16 reviews

Luxe 5 BR/4 bath. Dock/Lift. View. Pool. Hot Tub.

ChrisRating, 5 stars9 months ago
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
Guest favorite
A clear blue pool is surrounded by a decorative stone patio. Comfortable lounge chairs are positioned nearby, inviting relaxation. A covered outdoor dining area with a table and chairs is visible under a shaded awning. Lush greenery complements the serene atmosphere.
Villa in Sarasota
4.97 out of 5 average rating, 29 reviews

Sarasota Luxury Pool Retreat Near Siesta

DavidRating, 5 stars1 month ago
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!
Guest favorite
Villa in Burnt Store
4.83 out of 5 average rating, 6 reviews

Minutes to Gulf Ideal for Serious Boaters

ZethRating, 5 stars8 months ago
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
Guest favorite
A sandy path lined with vibrant greenery and blooming plants leads towards the beach. Tall palm trees sway gently in the breeze under a clear blue sky, creating a serene atmosphere that invites a leisurely stroll.
Villa in Englewood
5 out of 5 average rating, 50 reviews

Ocean View Villa Manasota Key

KendraRating, 5 stars3 weeks ago
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!!
Superhost
Villa in Punta Gorda
4.86 out of 5 average rating, 7 reviews

Luxury Villa in Punta Gorda Isles

TashinaRating, 5 stars16 months ago
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.
Top guest favorite
A contemporary villa is presented amidst lush green landscaping, accented by palm trees and vibrant plants. A driveway leads to a spacious garage, framed by well-maintained grass. The exterior features a modern aesthetic with large windows and an American flag, offering a welcoming entry.
Villa in Burnt Store
5 out of 5 average rating, 59 reviews

Private Luxury Heated Pool, Spa,Gulf-Access Oasis

MorenaRating, 5 stars1 week ago
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

Villa in Cape Coral
4.66 out of 5 average rating, 108 reviews

Stunning Lake View Villa with Heated Pool and SPA

HollyRating, 5 stars5 months ago
Absolutely breathtaking view and gorgeous updated home! Owner was extremely receptive and communicative!! Gorgeous gorgeous home!! The breeze was amazing!!!!!
A private pool is positioned within a screened enclosure, featuring clear, sparkling water reflecting sunlight. Lush greenery surrounds the pool area, and views of an expansive golf course stretch into the distance, enhancing the tranquil ambiance.
Villa in Rotonda West
5 out of 5 average rating, 3 reviews

Villa Private Heated Pool &Golf

IrinaRating, 5 stars10 months ago
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.
Top guest favorite
Villa in Sarasota
4.97 out of 5 average rating, 59 reviews

SEALAND 3/2 Modern Villa w/ Pool near Siesta

SarahRating, 5 stars2 weeks ago
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!!
Top guest favorite
Villa in Rotonda West
5 out of 5 average rating, 22 reviews

Florida lakeside home - south facing pool & deck

EmilyRating, 5 stars3 months ago
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.
Villa in Rotonda West
4.86 out of 5 average rating, 22 reviews

Gorgeous Picasso Style Villa

PhilipRating, 5 stars73 months ago
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.
Guest favorite
Villa in Cape Coral
5 out of 5 average rating, 60 reviews

Spring N2 Summer! Sunshine + Warmth!

GiancarloRating, 5 stars2 weeks ago
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!
A two-story blue house is set against a colorful sunset sky, featuring multiple palm trees in the foreground. The structure showcases large windows and a welcoming entrance. Soft outdoor lighting highlights the pathway and surrounding landscaping.
Villa in Placida
4.86 out of 5 average rating, 7 reviews

Beautiful Villa! Private Pool Bike to Boca Grande

JohnRating, 5 stars2 months ago
Great home for a group…we especially enjoyed the pool, kitchen and shuffle board table!
Villa in South Gulf Cove
4.77 out of 5 average rating, 47 reviews

Brand New! Fabulous Paradise 3 b/ 2 bath Villa

SueRating, 5 stars1 month ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Englewood
  6. Villa rentals