House holiday rentals in Englewood

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Popular amenities for Englewood house rentals

House rentals with a pool

Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 58 reviews

2223 Doud Street, Sarasota, FL

MicheleRating, 5 stars1 month ago
This home was perfect for our group. We loved having 3 en-suite master bedrooms. The location is great for beach(Siesta Key), waterfront restaurants and shopping. We would definitely book again!
Guest favourite
Home in Englewood
5 out of 5 average rating, 8 reviews

Pet Friendly Pool Home with Large Private Yard

DonRating, 5 stars2 months ago
My wife and I stayed at Wendy's place for a month. The house is located in a nice quite area surrounded by similar one family homes. The poeple in the area were very nice and welcoming. Check in was easy and communication withour host was easy. The home has a nice in ground pool in the back heated by solar. The home also had a nice lani in the back with a grill and table. The yard was very large and private.
Superhost
Home in Venice
4.56 out of 5 average rating, 16 reviews

Lovely pool house 5 minutes from the beach

LindaRating, 5 stars12 months ago
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.
Top Guest favourite
Home in North Port
5 out of 5 average rating, 12 reviews

Stylish New Build with Pool, Spa, and Design

NoraRating, 5 stars2 weeks ago
Everything about the house is perfect!! Beautiful, spotless, high quality, quiet & safe neighborhood. We would definitely stay again if we are in the area! And recommend it to anyone! Oleg is quick to respond to any questions.
Guest favourite
Home in Port Charlotte
4.92 out of 5 average rating, 138 reviews

Heated Pool Vacation Getaway

MelissaRating, 5 stars5 days ago
Both of the hosts were very accommodating and responsive. The home was very clean and in a quiet area, we felt truly relaxed. Will definitely be going back!!
Superhost
Home in North Port
4.81 out of 5 average rating, 134 reviews

Luxury villa 4 bdr with a heated pool (14guests)

TroyRating, 5 stars2 months ago
Leyla's property was perfect for our stay. Came to visit our grandkids who lived in North Port and gave us a great spot to relax at the end of the night.
Guest favourite
Home in Venice
4.91 out of 5 average rating, 183 reviews

Vacation Rental with private swimming pool

MarieRating, 5 stars1 week ago
Great place to stay, convenient to all beaches, shopping and restaurants. I highly recommend staying here. Thanks Jan, I’ll be back for sure . Marie
Guest favourite
Home in Sarasota
4.87 out of 5 average rating, 84 reviews

Spacious Heated Pool Home Near Siesta Key

PatrickRating, 5 stars2 weeks ago
This place was wonderful. The pool lanai was amazing. The home is close to everything and has bars restaurants within walking distance.

Weekly house rentals

Guest favourite
Home in Venice
4.98 out of 5 average rating, 46 reviews

Pool home near Manasota Key and S. Venice Beaches

BrianRating, 5 stars3 months ago
First I would like to say thanks so much to William and Terri. What a beautiful home you have. My family and a great stay at your house I would have to say the pool was the big hit. The boys absolutely loved it. The area was beautiful the shopping in downtown Venice has tons of shops to go and check out. Manasota Key Beach was fun as well shark tooth exploring and shell hunting was great it's kind of a must do if your there. Can't say enough had a great stay beds were comfy. Thanks again William and Terri.
Superhost
Home in Burnt Store
4.88 out of 5 average rating, 66 reviews

Castle Heights- 4/3 Home with Screened Heated Pool

AmandaRating, 5 stars2 weeks ago
Had a great week at the Castle. Everything was just as described. Pool was warm! House was clean! Maria responded right away when we had a question. Will definitely stay again!
Guest favourite
Home in Venice
5 out of 5 average rating, 8 reviews

Pool - Tropical Retreat! Minutes to local Beaches!

RisaRating, 5 stars5 months ago
Olga’s listing was a perfect home for workcation. Has an office room, looks exactly the same from the picture, very clean, and they’ve got everything you need if you plan to cook. I take sleepy seriously and curtain kept room nice and dark in the morning. Movable shower head and instapot were added bonus for us where we were able to cook rice. Pool was super clean despite hurricane hits hard in the area, too. There has been minor issues here and there due to Hurricane Milton but Olga was very attentive and always promptly helped to solve the issue. Highly recommend to rent it if you plan to be in the area.
Superhost
Home in Sarasota
5 out of 5 average rating, 3 reviews

Walk to the beach.

BethRating, 5 stars12 months ago
Betty is an excellent host. Clean and spacious for a studio! Loved the pool. Close to Siesta Beach and nice restaurants. We will definitely come to rest and relax at this peaceful Airbnb. Thank you
Guest favourite
Home in Burnt Store
5 out of 5 average rating, 8 reviews

Gorgeous Lakefront Heated Pool Home, great Wi-Fi

LauraRating, 5 starstoday
The home is gorgeous! We enjoyed every aspect of this home from the pool/spa, views, and amenities. Easy to have food and groceries delivered nearby. My children loved this home and we all had plenty of space to be comfortable and relax. Nikki was amazing in every aspect of communication and service. We will be back!
Guest favourite
Home in North Port
5 out of 5 average rating, 15 reviews

Brand New Home near Warm Mineral Springs

JohnRating, 5 stars2 weeks ago
We enjoyed our two month stay at Viktoriya’s beautiful new home. The house is well maintained - the kitchen has all the amenities allowing you to feel like you’re at home. The neighborhood is very quiet and we enjoyed our walks. Viktoriya is a wonderful hostess and is very welcoming and responsive to any questions you might have. Looking forward to our stay in 2026.
Guest favourite
Home in North Port
4.92 out of 5 average rating, 25 reviews

WARM Mineral Spring 3BD 2BA home

RalphRating, 5 stars1 month ago
This was our third stay in North Port/Port Charlotte area but our first at this particular property so we were quite familiar with the area. On arrival, check in was simple and quick; the property is exactly as described, was beautifully clean and is nicer than the pictures show. The locale seems very new and not yet fully developed, therefore not particularly busy or noisy. We were two couples so had plenty of space but this would also suit families. The listing is semi-detached (duplex) style and the adjoining unit was fully occupied during our stay and surprisingly, never heard the neighbours at all even though the first guests had young children! Very quiet and above our expectations. Communication with our host team was excellent, from initial questions about the listing, through booking and during our stay. Responses were always fast, timely and concise. We would definitely stay again in this property and loved the North Port area.
Top Guest favourite
Home in Sarasota
4.91 out of 5 average rating, 88 reviews

Newly renovated Siesta key Private Beach Access

DavinRating, 5 stars1 week ago
Great location with easy access to the beach, a nice pool area and good restaurants just across or down the street (Toasted Mango is great for breakfast, Lenny's had great pizza and good live music, Jake's Ice Cream). Very responsive host! Highly recommend.

Private house rentals

Guest favourite
Home in Nokomis
4.93 out of 5 average rating, 27 reviews

Last minute May ,house 2 Mil beach .Pets welcome

CheyenneRating, 5 stars1 month ago
Wojciech was a great host - let us drop groceries off and check in early! The house was a 10 min drive to everything we had planned. We appreciated all of the beach amenities!
Guest favourite
Home in North Port
5 out of 5 average rating, 8 reviews

Tropical Paradise - Modern Home

MarieRating, 5 stars3 months ago
My family and I had a marvelous time at this home. Our host at RentalStar LLC is very kind and was helpful during our stay. The kitchen is so modern and divine! The bedrooms are spacious and the beds are soft and comfortable. The neighborhood is very quiet and peaceful. We had a blast and we will definitely return! Book this home for your next stay! You won't regret it.
Top Guest favourite
Home in North Port
4.79 out of 5 average rating, 151 reviews

3 bdrm Pool Home / Quiet Cul De Sac

GerardRating, 5 stars3 months ago
this place is nice and quiet,every thing is perfect I highly recommend it
Top Guest favourite
Home in North Port
5 out of 5 average rating, 93 reviews

Exquisite 3 BR 2 BA Pool Home

RobRating, 5 stars2 weeks ago
Guests will love. love, love this property. Well priced. The inviting, calming feel inside likely comes from attention to detail and noticeable ongoing maintenance. Friendly and trusting hosts Melissa and Ron responded in no time to our texts and calls. The pantry provides get-started items; the cooks thought the kitchen to be well designed and fully equipped. The home wowed our relatives and friends. Our travel partner was thrilled that a pocket door separated her guest room area from the common area as it also created an ensuite. We spent most of the two months lounging on the lanai poolside with the two sets of sliders at right angles open on temperate days to become an inside/outside open space. Weekly landscaping and pool care keep the exterior ship shape. The home is set on a quiet street away from loud voices and sounds. It’s situated for short travel to Venice, Port Charlotte, Punta Gorda, Int. 75 and Rt. 41. This property is a home, not a minimalist rental.
Superhost
Home in Venice
4.91 out of 5 average rating, 56 reviews

The Ripple Inn At Fennario

TamaraRating, 5 stars1 week ago
Brian’s Superhost status is 100% accurate- he was great! The house was clean, easy to navigate and Brian was super responsive and gracious. The pool area is divine and the screened in porch overlooking the backyard was a great place to curl up with a book. We were within minutes of groceries, restaurants and shopping but the street was not busy or noisy. Definitely plan to stay again!!
Top Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 13 reviews

Peaceful Hot Tub Retreat

BarryRating, 5 stars3 weeks ago
Fantastic stay! We has some issues with the house we rented last year so I was nervous about renting again. Delsy went way beyond normal to answer my many questions and concerns prior to renting with Her. She was very patient and gracious with us. Her house was spotless and bug free. All beds were comfortable. Highlight of this house is the back yard and many plants surrounding the house. There is a shaded area consisting of eating table, hot tub, and couches so you can get out of the sun and then the pool is in a sunny area all enclosed within a Lanai. Hot tub and pool were fantastic. Pool is about 12X24. Big enough to swim in yet small enough that the sun heated it up to a comfortable temp. Delsy is very nice . She bought us a new barbeque. House has some bonuses not mentioned in ad such as two beach chairs , and pool noodles. A wonderful experience and I would have no problem recommending this house to my friends. Thank you Delsy for everything.
Guest favourite
Home in Englewood
5 out of 5 average rating, 32 reviews

Manasota key house with private boat dock

BrianRating, 5 stars8 months ago
My family had a great stay for a week. Loved the private, beautiful location and Birgit was a great host. Would definitely come back.
Superhost
Home in Port Charlotte
4.58 out of 5 average rating, 12 reviews

Quiet Family Home with a Private Pool

JenniferRating, 5 stars1 week ago
This house is beautiful! A lot bigger than the pictures look! Plenty of room and beautiful poolside relaxing. My kids loved the house and the pool the most!

Quick stats about house rentals in Englewood

  • Total rentals

    470 properties

  • Total number of reviews

    7.5K reviews

  • Family-friendly rentals

    440 properties are a good fit for families

  • Pet-friendly rentals

    210 properties allow pets

  • Rentals with a pool

    220 properties have a pool

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

Destinations to explore

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