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

Unwind at Casa Blu: Sun, fun, pool, close to Beach
Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak
Relax with the whole family at this peaceful place to stay right on the intercoastal. Enjoy the newly renovated amenities this home has to offer. Enjoy a meal in the brand new kitchen, relax in the pool/hot tub, grill poolside, take kayak's out or paddle board to float with the dolphins and soak in the beautiful sunsets. Your stay will reinvent what true relaxation feels like! Enjoy our neighborhood restaurant just walking distance from the front door. This home has the "Coastal Charm" you need!

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!

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.

Gulf Side Condo Englewood Florida
Monthly bookings will receive a 15% discount at this cozy 2 bed 2 bath condo. The condo has a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy Gulf breezes and sunsets from the porch or the beach.

Waterside Oasis / 2 BR / Pool /Breathtaking Views
Welcome to your serene retreat on a beautiful canal in Rotonda West! This lovely three-bedroom home features two bedrooms available for rent—one with a queen-size bed and the other with twin beds, as the master bedroom is reserved for the owner's use. Enjoy a stunning pool and spacious outdoor area perfect for entertaining. The bright, open living space is ideal for family gatherings. Experience relaxation and fun by the water—book your stay today and create unforgettable memories!

Suite Sun
Welcome to your tropical oasis in Englewood, Florida! Step outside and prepare to be amazed by the stunning outdoor space. The inground pool beckons you to take a refreshing dip on warm Florida days. Imagine sipping your favorite beverage as the sky transforms into a canvas of vibrant colors each evening. For the fishing enthusiasts, a private dock awaits your arrival. Cast your line and enjoy the serenity of the lake, all from the comfort of your backyard.

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Studio, pool, private beach, boat dock shark teeth
Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach.

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits
Escape to this stunning 3-bedroom, 2.5-bathroom home in a tranquil neighborhood. With an open floor plan, cozy fireplaces screened lanai with pool and hot tub, and an outdoor shower and BBQ kitchen area, it's the perfect retreat. We offer complimentary pool heating to 78°F and jacuzzi heating to 90°F so you can enjoy year-round comfort. If you'd like warmer settings, we can accommodate for an additional charge of $22

*DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!
BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Dock, Dine & Unwind – Coastal Vibes Await
Escape to this newly renovated 2BR/2BA retreat on the quiet south end of Manasota Key — just steps from Lemon Bay and a short stroll to your deeded beach access. With a private dock, stylish interior, and close proximity to restaurants, boat ramps, and beachcombing hotspots, this home is perfect for boaters, beach lovers, and island adventurers alike!
Popular amenities for waterfront rentals in Englewood
Waterfront apartment rentals

Marina front, pool, beach condo!

CLEAN*Great Location*Dockage Available*HEATED Pool

Luxury Suite ~ Heated Pool ~ Private Entrance

Pelican Cove Paradise Studio on Canal (3423)

Cozy Condo in Siesta key with boat dock

BeachBay SeaHouse (1519)

Seashell Waterfront Suite

Tranquil Hideaway, King Bed & Amazing Views
Waterfront house rentals

Great boater's spot

My Venice Beach House

Luxury NW Port Charlotte Retreat, pool/spa, canal

January & February Now Available. Act Fast

Luxury Home w/ htd Pool/Spa~Gulf Access&Near BEACH

Peaceful Port Charlotte 2Bd/2Ba on water

Island Pool Home, Beach, Dock, Bay, Boating & Fish

Shoreview Bay House
Waterfront apartment rentals

One bedroom condo - overlooking harbor!

Ocean Oasis on Manasota Key - Ocean View

Location! Gulf Condo @ S. Jetty 30 day minimum

Spot manatees from your balcony

Private Beach, Fishing Dock & Heated Pool Paradise

Steps to Water! Beach to Bay, Penthouse!

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Tropical Island Beach Condo Ferry & Parking Incl.
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £153 | £182 | £189 | £150 | £135 | £135 | £135 | £135 | £129 | £149 | £132 | £135 |
| 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 waterfront rentals in Englewood

Total holiday rentals
Explore 260 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 6,730 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
260 of Englewood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Englewood rentals

4.8 Average rating
Englewood stays are highly rated by guests – averaging 4.8 out of 5!
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