Holiday houses in Manasota Key

4.98 out of 5 average rating, 133 reviews

Townhouse in Englewood

Majestic sunsets- just 50 steps to uncrowded beach

Imagine waking up to the gentle lull of waves right outside your bedroom window. This exquisite 2-king bedroom, 2-bathroom raised townhome is nestled among palm trees in close proximity to the beach where your children can build sandcastles and explore the wonders of the shoreline while listening to the symphony of waves and coastal breezes. The rhythmic melody of the ocean serves as a soothing backdrop, creating a peaceful ambiance that instantly melts away stress. Escape to a coastal paradise!

5 out of 5 average rating, 12 reviews

Family Beachside Retreat at The Salty Surfer

Escape to this beautiful beachside retreat, steps from the sand! Perfect 2-bedroom, 1-bath home offers a relaxing coastal vibe with modern comforts. Just a few steps from the beach for sunrise walks & ocean breezes. Gather around the fire pit or enjoy an afternoon hammock nap. Fully equipped kitchen and coffee lovers Breville Espresso Machine. Conveniently close to amazing restaurants. If you’re looking for a peaceful escape, this beach home has everything you need for an unforgettable stay.

Superhost

Guesthouse in Englewood

4.91 out of 5 average rating, 270 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.

5 out of 5 average rating, 42 reviews

Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

4.89 out of 5 average rating, 53 reviews

Luxury Oceanfront Condo

Beautiful ocean front condo nestled on the private beach. This immaculate 2/2 condo is situated right on the sand and waves! Spend your mornings on the ocean view deck to sip your coffee, day on the beach, or dinner on the patio/fire pit or grilling station! Milazzo Beach House is walking distance to restaurants, bars, kayaking, & more. In unit amenities: coffee bar, 10X10’ umbrella on main balcony, washer and dryer, walk in master closet, heated pool, beach chairs, pool noodles, in unit.

4.89 out of 5 average rating, 146 reviews

Cottage in Englewood

Free kayak/bikes/walk to beach/full cottage #1

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

4.98 out of 5 average rating, 58 reviews

Home in Englewood

The Manatee Flat at ManasotaKeyHouse 2bed/2bath

* Due to hurricanes in Sept. 2024, Manasota Key sustained heavy damage. We have completed repairs and are excited to be renting again, but other businesses and home owners are working hard to recover/rebuild. Things are constantly changing on the island, with some closures. What is mentioned/pictured in our listing may not be exact due to the constant changes. We will do our best to keep our guests up to date. The beaches are open and as beautiful as ever! Most restaurants have reopened.

5 out of 5 average rating, 12 reviews

Home in Englewood

Lemon Bay Retreat-Boat/Jet Ski Hoist!

Escape to this spacious 3,000 sq ft oceanfront home on Lemon Bay in beautiful Englewood, FL! With 3 bedrooms and 2 bathrooms, there’s plenty of room for fun and relaxation. You can park your boat or jet ski on the private hoists while taking a break from exploring the bay at your leisure and watch a breathtaking sunset from your patio. Inside, enjoy an open, airy layout perfect for gathering. Spend lazy days fishing, dolphin watching, or strolling nearby beaches. Your retreat awaits!

4.93 out of 5 average rating, 145 reviews

Gulf Side Condo Englewood Florida

A cozy 2 bed 2 bath condo with 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 sunsets from the porch or the beach. Unwind and let all of your cares float away on the Gulf breezes.

Superhost

4.88 out of 5 average rating, 196 reviews

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.

Superhost

5 out of 5 average rating, 20 reviews

Bay Watch @ManasotaKeyCondos

COMPLETELY RENOVATED IN 2024! Open floor plan, end unit. This unit overlooks beautiful Lemon Bay. This end unit comes with an additional balcony off the bedroom with a unique 180 degree beach to bay view. Less than a two minute walk to the Gulf of Mexico Beach and just steps away from the heated swimming pool and the best island restaurants. Enjoy the comfort of overseeing your boat parked at the dock.