House vacation rentals in Englewood

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Quick stats about house rentals in Englewood

  • Total vacation rentals

    Explore 580 vacation rentals in Englewood

  • Nightly prices starting at

    Englewood vacation rentals start at G$8,366 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,790 verified reviews to help you choose

  • Family-friendly vacation rentals

    520 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 250 rentals that welcome pets

  • Vacation rentals with a pool

    300 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wi-Fi availability

    580 of Englewood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Englewood rentals

  • 4.9 Average rating

    Englewood stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated house rentals in Englewood

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Englewood East
4.98 out of 5 average rating, 104 reviews

Lake Marlin Villa 2

WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

Top guest favorite
A modern single-story home is presented with a well-maintained exterior, featuring large windows and a stylish garage door. A sprawling oak tree provides shade, while lush greenery surrounds the entrance. The driveway leads up to the front door, enhancing the welcoming atmosphere.
Home in Englewood
5.0 out of 5 average rating, 28 reviews

The Windsor @ Englewood Beach

6 minutes to Englewood Beach! Experience a one of a kind, private lush tropical vacation rental overlooking a gulf access canal {5 minutes to open water} in Englewood, FL with floating dock for 2 jet skis. Enjoy a remodeled 3 BR, 2 BA home (with additional office with a sofa bed). Heated saltwater pool & hot tub under an enclosed pool cage. Unwind in a secluded and fenced in backyard paradise with tropical foliage, mangroves and deck overlooking a gulf-access canal. This place has it all.

Top guest favorite
Home in Englewood
5.0 out of 5 average rating, 37 reviews

Private Beach & Bay Access. Kayak & SUP

Discover your private slice of paradise! This home offers the best of both worlds, 2 minute walk from private beach access where you can soak up the sun & enjoy the ocean waves. Plus, you have private bay & dock access 2 houses down, with a kayak & stand-up paddleboard for your water adventures. Cast a line or dock for the day while Moe & Millie (our neighborhood manatees splash around)! Sip your morning coffee in the sunroom and end the day under the tiki torches in the large private yard.

Guest favorite
Home in Englewood
5.0 out of 5 average rating, 20 reviews

Enjoy Magical sunsets- only steps from the Gulf

Welcome to Three Little Birds Beach House—just 25 steps from the Gulf, where relaxation and good vibes come easy. Inspired by the island spirit and the motto “Every little thing gonna be alright,” this beach retreat is the perfect place to unwind and let your worries drift away. A beautifully renovated 3 BR/2 BA beach paradise Families/couples/groups of friends will enjoy the open concept layout & the outdoor entertaining area provides the perfect vacation, that you will never want to leave!

Guest favorite
Home in Englewood
4.94 out of 5 average rating, 217 reviews

2BR Oasis • Dog Friendly • 5 min to Manasota Beach

Escape to a peaceful Englewood retreat just 2 miles from Manasota Beach. This dog-friendly 2BR/2BA Home with plenty of space, sleeps up to 5 guests and includes a fully equipped kitchen, fast Wi-Fi, smart TV, gas grill and washer/dryer. Bringing a boat? Manasota Key Boat Ramp is nearby, and the property has plenty of parking for a truck/car and trailer. Need information about local boat docks? Contact us and we’ll be happy to help. Beach gear is also provided for an easy Florida getaway.

Top guest favorite
Home in Englewood
5.0 out of 5 average rating, 35 reviews

Waterfront| Pool & Spa | Near Beach| No Extra Fees

Welcome to Casa-A-Mar, your private slice of coastal paradise at our newly updated waterfront retreat. Step outside and launch straight into the water with direct Gulf access or into Lemon Bay—perfect for exploring the canals on one of our kayaks. Prefer to stay in? Spend your time in the heated pool, then ease into the hot tub as the sun sets. As evening falls, transform the backyard into your own open-air theater with our outdoor projector, perfect for movie nights under the stars 🌟

Top guest favorite
A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.
Home in Englewood
4.98 out of 5 average rating, 146 reviews

Steps to Private beach, Prime Location! Dogs ok!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

Guest favorite
Home in Englewood
4.94 out of 5 average rating, 18 reviews

Manasota Key Beachfront Oasis w/ Private Jacuzzi

Welcome to “Sea Garden” a delightful, tranquil, beachfront home on Manasota Key. Enjoyment will be plentiful in this 4 bedroom, 3 bath open concept home. This stilt home is multilevel for privacy if needed or all gather around the kitchen or game table for some fun. Two primary en suite bedrooms with updated bathrooms. 3rd and 4th bedrooms are located on the lower level with shared updated bathroom. Climb up to the crow’s nest with a good book with twin bed, and enjoy the view!

Top guest favorite
An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.
Home in Englewood
5.0 out of 5 average rating, 65 reviews

Lux Home on Gulf w/Private POOL & 50ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

Top guest favorite
Home in Englewood
5.0 out of 5 average rating, 51 reviews

"The Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

Guest favorite
A serene beach scene showcases gentle waves lapping at a sandy shore. Lush greenery is visible along the coastline, with a residential property nestled among the trees. The clear blue sky complements the tranquil waters, creating a peaceful environment.
Home in Englewood
4.96 out of 5 average rating, 99 reviews

Welcome to one of Florida’s best hidden gems! A beautiful beach home with private beach access, a butterfly garden and a game room. Enjoy a dream stay by the sea in one of most beautiful Keys in Florida.

Relax with the whole family at this peaceful place to stay.Our home offers you at-home comfort for up to 8 people. Large spacious bedrooms, a fully equipped kitchen with breakfast bar, and multiple patios and balconies to enjoy. For winding down after a long day, spend some quality family time in our game room. Your little ones can pretend to grill up some burgers  while mom and dad play a round of ping pong or get the whole family together for some board games!

Guest favorite
Home in Englewood
4.93 out of 5 average rating, 169 reviews

Island Home & Casita, Pool, Golf Cart, Beach

Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

Popular amenities for Englewood house rentals

When is the best time to visit Englewood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,113 GYDG$44,761 GYDG$46,016 GYDG$39,113 GYDG$36,603 GYDG$37,649 GYDG$36,394 GYDG$34,512 GYDG$32,838 GYDG$32,420 GYDG$34,512 GYDG$35,976 GYD
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