
House holiday rentals in Englewood
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Top-rated house rentals in Englewood
Guests agree: these houses are highly rated for location, cleanliness and more.

Gulf Front Escape + Beach Access
"🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

Coconut Grove House - 3 bdrm, tiki/bar and pool
Vacation paradise located in a great neighborhood. The house, completed in March 2022, has a small canal and outdoor swing in the backyard. Conveniently located to restaurants, golfing, beaches, parasailing, jet-skiing, boat tours, and baseball spring training stadiums. There is a 14' x 28' heated pool with an attached tropical tiki/bar featuring a table in the pool and TV in the bar area situated on a separate lot directly between 2 vacation rental properties (pool is shared between the 2).

PRIME Location! 60 Steps to PRIVATE BEACH 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!

Green Bamboo - saltwater pool, great backyard.
Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Best Friend’s Sea Shell Hideaway
Welcome to Your Perfect Beachside Getaway! This charming cottage is just 8 minutes from the shore, offering easy access to sandy beaches, restaurants and coastal relaxation. Ideal for anyone craving a serene seaside escape. You will love: Open living areas with comfy seating and smart TV Fully equipped kitchen Fast Wi-Fi Dog-friendly (well-behaved dogs welcome; $75 cleaning fee per dog per stay. Spacious outside areas for relaxing and a fully fenced private yard for zoomies!

Manasota Tree House: Private Beach & Bay Access
Welcome to Manasota Tree House, our piece of paradise on Manasota Key. The location is the best on the island & we are family friendly. Just steps to the bay & a short walk to private beach access, 1 mile to bars & restaurants w/ free shuttle! Amazing beds, comfy couches, flat screen smart TV's & free fast Wifi. Private over sized lot, outdoor quiet oasis under the beautiful trees w/ chairs & gas grill, 2 SUP's, beach chairs, & towels. 1 mile to public Englewood Beach.

"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.

Private, Modern Retreat Near Beach
Relax in a private, modern 3BR/2BA coastal retreat in a quiet, walkable neighborhood, comfortably sleeping 6. Enjoy quick access to Gulf beaches, boating, fishing, championship golf, dining, and local shops. Ideal for families, couples, and snowbirds seeking a clean, updated home—not a dated rental. Unwind with peaceful mornings, a fully fenced backyard with BBQ, and fast 1 Gbps fiber internet for work or streaming. - Free early check-in available through Feb 8

Close to beaches waterfront pool home with dock
Sunsets and Tan lines = memories made here! you are gonna love this 3 bedroom, 2 bath waterfront pool home. Bring your 30 foot boat and have quick no bridge access straight up to Stumps pass & the Gulf of America . Englewood Beach and Boca Grande beaches just minutes away. Lounge the day away by the large pool , watch the sun slip away at the fire pit tables and walk to several restaurants if you don't want to cook. Rent both sides to sleep 13+

Poolside Paradise Retreat
Discover our Poolside 2-bedroom, 2-bathroom Paradise Retreat. Embrace the beach vibes, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing spots, or relax by the inclusive pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed 1 Gbps fiber internet, ideal for streaming or remote work. Your perfect blend of comfort and convenience awaits in this relaxing Florida getaway!

Luxury Beach Retreat w/ Heated Pool
Welcome to our luxurious home, just 5 minutes from Manasota Key! Enjoy two master suites, a bunk room, and a gourmet kitchen with granite countertops. Relax in the screened lanai with a heated pool, outdoor dining, and lounge chairs. Additional features include high-speed internet, smart TVs, and an attached garage with entertainment options. Perfect for families or groups, this home is your ideal coastal retreat for relaxation and fun!

Private Heated Pool + Swim-Up Bar • Mins to Beach
Unwind in this thoughtfully designed 3-bedroom Florida retreat just 5 miles from Englewood Beach. Enjoy a private, heated pool with swim-up bar, screened lanai, and lush tropical privacy. Inside, you’ll find an open-concept living space, fully equipped kitchen, spa-style primary suite, and comfortable guest rooms. Ideal for families, couples, or friends seeking comfort, privacy, and easy access to beaches, golf, and dining.
Popular amenities for house rentals in Englewood
House rentals with a pool

Suite Sun

Seas The Day! No cleaning fee's! Heated pool.

Bayview: Waterfront sunsets, pool, hot tub, dock

Gulfstream Haven

Luxurious Resort Pool & Spa home

Your Coastal Getaway!

Family Fun-Relaxing Home w/heated Pool & Game Room

Luxury Retreat: Oasis with Pool & Putting Green.
Weekly house rentals

Modern Family-Friendly Home Near Englewood Beach

Marvelous Mid-Century

Modern 3BR Retreat | Near Beach, Fishing & Golf

Waterfront Getaway, a Boating Paradise

Florida Vacation on the bay

New! Lemon Bay•Hot Tub•Sunsets•Pontoon Rentals!

Lemon Bay Beach House with Private Backyard

A Hidden Gem / close to the beach
Private house rentals

Luxury Port Charlotte Waterfront Home – Pool & Spa

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Bayfront home in Englewood, FL

Aldama Ensenada | Heated Pool Home with Game Room

Turtle Bay - minutes to Boca Grande!

luxury Brand new villa with pool

"Tropical Oasis" in the Heart of North Port

Pebble House w/ Screened Pool, Horseshoes, & more
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $250 SGD | $266 SGD | $271 SGD | $248 SGD | $223 SGD | $218 SGD | $223 SGD | $211 SGD | $201 SGD | $198 SGD | $211 SGD | $220 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about house rentals in Englewood

Total holiday rentals
Explore 590 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 9,310 verified reviews to help you choose

Family-friendly holiday rentals
530 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 250 rentals that welcome pets

Holiday rentals with a pool
280 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
580 of Englewood holiday rentals include wifi 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!
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