
Waterfront vacation 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!

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.

The Windsor @ Englewood Beach
Absolutely no Hurricane damage. 6 minutes to Englewood Beach! Experience a one of a kind, private lush tropical vacation rental overlooking a canal {5 minutes to open water} in Englewood, FL. Enjoy a completely 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.

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

Huge NOV SALE, EXCL Sarasota #1 Luxery beach Villa
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!

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!

Waterfront 3BR – Pool, Dock, Kayaks & Beach
Enjoy the best of Florida’s Gulf Coast at this newly remodeled 3-bedroom, 2-bath home with a screened-in pool, private boat dock, and plenty of parking. Just minutes to Englewood Beach and close to golf, dining, and boat-friendly hotspots, this waterfront getaway has everything you need for a relaxing, adventure-filled vacation.

Sunset Beach
One bedroom condo right on the Gulf! This 2nd floor upper unit has a gulf view from all rooms. The location "pin" on the map is not quite accurate. The unit is right on the beach as the pictures show. Literally only a 50 feet walk, and your toes are on the beach!
Popular amenities for Englewood waterfront rentals
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

The Coastal Nest w/King Bed
Waterfront house rentals

Bayfront home in Englewood, FL

Waterfront Villa Shellflower with private pool

Luxury NW Port Charlotte Retreat, pool/spa, canal

A Home on the golf course W/Hot tub near Downtown

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

Waterfront Key West Style Home, Heated Pool

Luxury Beach Front 1 BR, private hot tub & deck

Bali Bliss Villa • Pool • 6 Min Drive to Beach
Waterfront condo rentals

One bedroom condo - overlooking harbor!

Location! Gulf Condo @ S. Jetty

Vacay on the Beach !

Spot manatees from your balcony

Private Beach, Fishing Dock & Heated Pool Paradise

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

Tropical Island Beach Condo Ferry & Parking Incl.

Sunshine Swimmers Casita, 206
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ749 | ﺩ.ﺇ889 | ﺩ.ﺇ925 | ﺩ.ﺇ735 | ﺩ.ﺇ661 | ﺩ.ﺇ661 | ﺩ.ﺇ661 | ﺩ.ﺇ661 | ﺩ.ﺇ632 | ﺩ.ﺇ731 | ﺩ.ﺇ646 | ﺩ.ﺇ661 |
| 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 vacation rentals
Explore 260 vacation rentals in Englewood

Nightly prices starting at
Englewood vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

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

Family-friendly vacation rentals
200 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
260 of Englewood vacation rentals include wi-fi 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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