Holiday rentals in Englewood

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Quick stats about holiday rentals in Englewood

  • Total holiday rentals

    Explore 1,090 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 27,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    820 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 390 rentals that welcome pets

  • Holiday rentals with a pool

    600 properties feature pools

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

  • Wifi availability

    1,090 of Englewood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Free parking on premises across Englewood rentals

  • 4.9 Average rating

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

Top-rated holiday rentals in Englewood

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

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Top guest favourite
Home in Englewood East
4.98 out of 5 average rating, 102 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.

Guest favourite
An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.
Bungalow in Englewood
4.83 out of 5 average rating, 120 reviews

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

Guest favourite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guest house in Englewood
4.91 out of 5 average rating, 304 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Top guest favourite
Home in Englewood
5 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 favourite
Home in Englewood
5 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!

Top guest favourite
Home in Englewood
5 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 favourite
An aerial view of the Aqua Oasis highlights a screened patio area with a gas grill and outdoor seating around a fire pit. A private pool, illuminated in soft green, adds a tranquil touch. Surrounding greenery enhances the outdoor space.
Home in Englewood East
4.99 out of 5 average rating, 132 reviews

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

Welcome to the Aqua Oasis! This home was built in 2020 and located just 6 miles to multiple beaches in sunny Englewood, FL! The home consists of 3 bedrooms & 2 full baths, an option to heat the outdoor pool, relaxing outdoor chairs around a gas fire pit, fenced in back yard to let your pets roam, and a gas grill to whip up your favorite meals! If your family desires your own, private space and private pool, but you want close proximity to local beaches- THIS IS FOR YOU!

Top guest favourite
An aerial view captures a serene waterfront neighborhood featuring numerous houses, canals, and docks. Lush green areas and palm trees are interspersed among the homes. The blue waters extend into the horizon, with multiple buildings visible in the distance.
Home in Englewood
5 out of 5 average rating, 27 reviews

Waterfront home w/40 ft dock, POOL, private ramp

Welcome to our charming and cozy retreat, where bright & airy simplicity meets coastal serenity. New POOL AND HOT TUB! Catch a sunset on the large white patio chairs overlooking the water or lounge in the floor-to-ceiling-windows air conditioned sunroom! Bringing the BOAT? 🛥 Launch AT THE HOUSE w/our private boat ramp and 30' ft dock to tie up in backyard! Got BEACH? ⛱️ We are only 8 min from Englewood Beach & restaurants! Chairs+Umbrella+towels provided!

Guest favourite
An aerial view captures the beachfront location of the property, showing lush greenery surrounding the home with the Gulf of Mexico in the background. The sandy beach stretches along the coastline, and a clear blue sky adds to the serene coastal environment.
Home in Englewood
5 out of 5 average rating, 18 reviews

Luxury Beachfront Property

RARE BEACHFRONT PROPERTY: This is private island living at its finest. This house boasts a beautiful open floor plan with each room having a view of the beach and Gulf of Mexico. The property is gated and has a secure backyard. Walk just steps onto the powdered beach sand and Gulf of Mexico. Property is a 30-day minimum. Minimum night rent is 7 nights. If rented for less than 30 days, we will block off the rest of the calendar days in that 30-day period.

Guest favourite
Home in Englewood
5 out of 5 average rating, 7 reviews

Canal-Front 3BR – Pool, Hot Tub & Boat Access

Experience Old Florida charm reimagined for modern coastal living at this fully renovated 1960 canal-front retreat in Englewood. With direct boating access to Lemon Bay and Stump Pass, private dock for up to a 30ft boat, heated pool, hot tub, outdoor bar lounge, and premium indoor-outdoor sound system, this 3BR waterfront escape blends heritage, luxury, and laid-back Gulf Coast living just minutes from beaches and waterfront dining.

Top guest favourite
Home in Englewood East
4.88 out of 5 average rating, 81 reviews

10 mins to Beach, Heated Pool, Beach Gear & Games

Escape to your own private slice of Florida paradise at Turtles Oasis. Experience our private pool, mini golf putting green, four-in-a-row game, giant Jenga, propane BBQ grill, foosball and fully inspired chef's kitchen. Just minutes from Englewood Beach, Manasota Key, and Boca Grande, this family-friendly retreat is designed for making unforgettable memories.

Top guest favourite
Home in Englewood
4.94 out of 5 average rating, 77 reviews

Waterfront Getaway, a Boating Paradise

Visualize it this way, you can drop your boat in across the street at the public boat ramp, and store your trailer behind the property and dock your boat steps from our place. Just grab your cooler and sunscreen and head out for a day of fishing or to the sandbar. Guests have use of the entire house on the canal. It’s super convenient to drop in and go!

Popular amenities for Englewood holiday rentals

When is the best time to visit Englewood?

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Avg. price€156€190€191€156€147€148€138€130€128€130€132€145
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Frequently Asked Questions

  • What are the best places to stay in Englewood?

    Many travelers choose accommodations near Manasota Key for easy beach access, or in areas around Lemon Bay for scenic water views. Residential neighborhoods and the historic downtown also have stays that connect you to local shops and community events.

  • What are the best things to do in Englewood with kids?

    Families often explore Englewood Beach, playgrounds around Lemon Bay Park, and hands-on experiences at nature centers. Shelling, wildlife spotting, and family-friendly kayaking are frequently suggested outdoor activities.

  • What are some of the best things to do in Englewood?

    Explore the sands of Englewood Beach, hike or birdwatch at Lemon Bay Park, and visit the area's relaxed downtown for art galleries and local shops. Many travelers enjoy guided boat tours and access to quiet waterways.

  • How is the weather in Englewood?

    Englewood has warm, humid summers typically around 90°F (32°C) and mild winters near 72°F (22°C). Summer brings frequent rain, while autumn and spring tend to be drier with comfortable temperatures.

  • When is the best time to visit Englewood?

    Late fall through early spring is often recommended for visiting Englewood, thanks to milder temperatures and lower humidity. These months usually bring drier weather and pleasant conditions for outdoor activities.

  • What are the best places to visit in Englewood?

    Englewood Beach and Manasota Key are frequently suggested for shoreline activities, while Lemon Bay Park is known for accessible nature trails and wildlife viewing. The historic downtown district features local art, music, and coastal cuisine.

  • What are some hiking trails in Englewood?

    Lemon Bay Park has paved and natural trails along the waterfront for hikers and birders alike. Oyster Creek Regional Park also features shaded paths surrounded by native plants and wildlife.

  • What are some family activities we can do in Englewood?

    Families in Englewood often enjoy picnics and sandcastle building at local beaches, paddling in Lemon Bay, or learning about marine life at nearby nature centers. Seasonal mini-golf, fishing piers, and farmers markets are also popular for all ages.

  • What are some of the best day trip ideas from Englewood?

    Explore nearby barrier islands for distinct beaches, take a guided eco-tour in local mangrove estuaries, or visit regional art galleries and museums in neighboring cities. State parks around Englewood are often recommended for hiking and birdwatching.

  • Are there any pet friendly accommodations available in Englewood?

    Many stays in Englewood welcome pets, especially in areas around Manasota Key and in neighborhoods near Lemon Bay. Some parks and walking paths in town create a pleasant environment for outings with your dog.

  • What are some local tips for visiting Englewood?

    Bring sun protection, as Englewood's sun is strong year-round, and consider footwear for shell-covered beaches. Early mornings are often quieter at popular spots, and local farmers markets showcase fresh regional produce.

  • What is Englewood known for?

    Englewood is known for its welcoming beaches, a laid-back coastal atmosphere, and a focus on nature with preserved parks and bays. The area has a tradition of local arts, seafood, and small-town festivals.

  • What are the best hidden gems to explore in Englewood?

    Explore small art galleries tucked in the historic district, quiet shoreline spots along Manasota Key, or mangrove tunnels near Lemon Bay. Local boat tours sometimes reach out-of-the-way sandbars and wildlife viewing areas.

  • What are the best foods to try in Englewood?

    Seafood is frequently suggested, with grouper sandwiches, local shrimp, and stone crab when in season. Many visitors also try Southern-inspired dishes, fresh citrus, and homemade key lime pie at family-run eateries.

  • What should I bring for a trip to Englewood?

    Pack lightweight clothing, sunblock, and a hat for protection against strong sun, along with sandals or water shoes suited for sandy and shell-lined beaches. Bug spray and a reusable water bottle are useful for outdoor excursions.

  • What is the nightlife in Englewood like?

    Nightlife in Englewood is relaxed, with live music venues, laid-back tiki bars, and local pubs near the beach and historic downtown. Seasonal events sometimes include open-air concerts and community gatherings.

  • What are the most popular events or festivals in Englewood?

    Englewood hosts seasonal seafood festivals, arts and crafts fairs, and community music events, especially on holiday weekends and during cooler months. Farmers markets and art walks are also frequently suggested for visitors.

  • Are there family friendly vacation rentals in Englewood?

    Many vacation rentals in Englewood are family friendly, especially those near beaches or in residential areas around Lemon Bay. Properties often feature easy access to outdoor activities, kitchens, and common areas suitable for groups.