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

Entire Beachside Condo! Don’t worry Beach Happy!
BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

Escape to Casa Blu- private pool, minutes 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.

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.

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).

Iguana Alley, Beach HEATed Saltwater Pool on Canal
Englewood home, open floor plan, tastefully decorated for an original Florida beach vibe. privatly set on brakish water canal with no shortage of fish. large Heated pool is screened in with covered outdoor eat/cook area. yard is fully fenced in. all Bedrooms feature New high end Beds and sheets. 5 tvs with basic channels. bathrooms have bidet wash. 7 ceiling fans.master bedroom has a separate french door entrance into pool area, plus private en suite bathroom with large walk in shower.

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, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

Shoreview Bay House
Experience a memorable getaway at our Bayfront home in Manasota Key! Enjoy priceless time with family and friends in this serene retreat featuring a private dock, heated pool, and direct beach access. Relax with breathtaking sunsets, peaceful beach walks, and incredible wildlife sightings, including dolphins and egrets, from our lanai. Fish right off the dock and indulge in shelling and shark tooth hunting. Book your stay today for a nature-filled vacation in paradise!

Waterfront Condo Walkable to Everything
Welcome to Chadwick Cove Marina! This brand new condo features an open layout with balcony overlooking Lemon Bay. Sleeps up to 4 guest when using queen Murphy bed off living room. Washer/dryer. Boat slips bookable through DockWa. Beaches located across the street allowing you to enjoy both beach and bay in one location. Just steps away from restaurants and shops. Outdoor kitchen with a grill, tiki bar and fire pit. We also have a 3 bedroom unit on the 1st floor.

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!

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.

Gulf Side Condo Englewood Florida
This cozy 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.
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

Punta Breeze - 2BR/2.5BA Waterfront Apt with Pool

BeachBay SeaHouse (1519)

Seashell Waterfront Suite

Luxury Bay View, Short walk to the Beach!

Riverfront Condo w Water Views-Heated Pool
Waterfront house rentals

Suite Sun

Luxury Port Charlotte Waterfront Home – Pool & Spa

North Port home on the water!

Waterfront Villa Shellflower with private pool

Heated Pool | Waterfront Home | Coastal Escape

Sunset Retreat - Private Pool Near Gulf Beaches

Waterfront House w/ Heated Pool & BBQ Access

The Windsor @ Englewood Beach
Waterfront apartment rentals

Sunset Beach

Steps to Water! Beach to Bay, Pool and Dock

Spot manatees from your balcony

Bay Life @ ManasotaKeyCondos

Tiki Time with prime beach access

Island Getaway Pool-Ferry-Grocery Delivery Incl.

Beautiful Beaches at LGI Hideaway • Golf Cart

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 | $264 SGD | $313 SGD | $326 SGD | $258 SGD | $233 SGD | $233 SGD | $233 SGD | $233 SGD | $222 SGD | $233 SGD | $240 SGD | $257 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 waterfront rentals in Englewood

Total holiday rentals
Explore 290 holiday rentals in Englewood

Nightly prices starting at
Englewood holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 7,110 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
290 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Fitness-friendly rentals Englewood
- Rentals with a kayak Englewood
- Family-friendly rentals Englewood
- Rentals with lake access Englewood
- Apartment rentals Englewood
- Rentals with a fireplace Englewood
- Rentals with beach access Englewood
- Beach apartment rentals Englewood
- Beach house rentals Englewood
- Pet-friendly rentals Englewood
- Rentals with outdoor seating Englewood
- Villa rentals Englewood
- Flat rentals Englewood
- House rentals Englewood
- Rentals with a washing machine and dryer Englewood
- Rentals with pools Englewood
- Rentals with a patio Englewood
- Rentals with a firepit Englewood
- Rentals with a hot tub Englewood
- Beachfront rentals Englewood
- Waterfront rentals Sarasota County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Coquina Beach
- Turtle Beach
- Lido Key Beach
- Caspersen Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Lovers Key Beach
- Englewood Beach
- Lakewood National Golf Club
- Myakka River State Park
- Img Academy
- Stump Pass Beach State Park
- Marie Selby Botanical Gardens
- Blind Pass Beach
- North Jetty Beach
- South Jetty Beach
- Florida Gulf Coast University




