Holiday rentals in Manasota Key

4.98 out of 5 average rating, 130 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, 11 reviews

Island Condo Sun & Fun, Deeded Beach (Suite 3)

COMPLETELY UPDATED AFTER STORM. Welcome to Ocean Breeze Haven, your perfect getaway on the beautiful Florida west coast. This charming one-bedroom, one-bath retreat offers the ideal blend of comfort and coastal charm. Located on Manasota Key you will enjoy your morning coffee on the private balcony with stunning ocean breeze as salt is in the air. you'll find a cozy living area, a fully equipped kitchen, and a serene bedroom with plush linens. Just a 5 min walk to the sandy shores. Book today!

5 out of 5 average rating, 37 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!

5 out of 5 average rating, 22 reviews

Cottage in Englewood

Manasota Beach Cottage

Vintage Beach Cottage on the Southern end of Manasota Key...just 30 steps from the Beach. Spectacular sunsets from your living room and screen porch. Sitting on one and a half lots with plenty of parking and room for your RV.! The front bedroom has a king size bed and great gulf views. There is also a queen sleeper in the living room and bunk beds off the kitchen. Fully equipped kitchen, full new bathroom with walk in shower, and all new furnishings. Bikes, beach chairs, and umbrellas!

4.88 out of 5 average rating, 138 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.

4.93 out of 5 average rating, 138 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.

4.97 out of 5 average rating, 87 reviews

Boat dock, pool, beach access, fishing, studio

**Not impacted by the Hurricane** 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.

4.88 out of 5 average rating, 190 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.

4.93 out of 5 average rating, 56 reviews

Turtle Bay 2B Condo - Sunsets over the Gulf

Welcome to Paradise Palm! This updated 2BR/1BA condo (King, Queen, sofa bed) is on the 2nd floor with stunning Gulf and Lemon Bay views, just 5 minutes to the beach. Enjoy a private lanai, in-unit laundry, and free parking. Boat dock access available by reservation (fee). Pet-friendly with fee. Walk to shopping, dining, and a tiki bar with live music. The perfect coastal getaway with everything you need for a relaxing, memorable stay!

Holiday home in Englewood

4.95 out of 5 average rating, 85 reviews

Mermaid House on Wilhelm A- Manasota Key, FL

The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.

Superhost

5 out of 5 average rating, 19 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.

Superhost

4.83 out of 5 average rating, 126 reviews

BeachBay SeaHouse - 1521

Best location/value on Manasota Key in Englewood, FL... 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish off the dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

Popular amenities for Manasota Key holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Manasota Key

5 out of 5 average rating, 7 reviews

Ocean Oasis on Manasota Key - Ocean View

MonikaRating, 5 stars1 week ago

Great place to relax. The space is very welcoming and peaceful with modern, clean lines flavor. Beach is step away- no crowds. We were very lucky and met very good hearted people around. We extended our stay thanks to Brian who helped us accommodate for one more night. I really do recommend Brian’s listing. Thank you for your hospitality!

4.95 out of 5 average rating, 111 reviews

Super cute fun studio steps from everything beachy

JoleeRating, 5 stars1 month ago

This has been our best AirBnB experience yet! Marti was an awesome host! The unit was extremely nice and newly renovated! Very private but close to the beach and restaurants. My husband and I stayed here for our 1 year anniversary and enjoyed the place so much we already booked another stay with there for later this year! The bed & pillows were comfortable and there was a nice ceiling fan! And we loved the pool!!

5 out of 5 average rating, 10 reviews

Beachside Retreat Perfect for 2 The Salty Surfer

CarterRating, 5 stars2 weeks ago

We loved staying at the Salty Surfer! Super clean and cozy place! It was a very short walk to the beach and lots of shark teeth, would definitely stay here again!

5 out of 5 average rating, 5 reviews

Boardwalk Beachfront Getaway

JennaRating, 5 stars2 months ago

We had a great time visiting Beth’s unit at The Boardwalk Condominiums. The condo itself was perfect for our family, the view of the Gulf was beautiful, and Manasota Key area was so fun for our family with ages ranging from 73 years old to 12 years old. Lots of fun walking to restaurants and hopping between the pool and beach. Thanks for everything, Beth!

5 out of 5 average rating, 8 reviews

Home in Englewood

Luxury Beach Front 1 BR, private hot tub & deck

JacksonRating, 5 stars1 day ago

My wife and I spent our honeymoon here, and it was as close to perfect as a place can be. Very private, on the beach, very close to several restaurants. Overall, was the best vacation I’ve been on. Nate was a great host, with great communication and helped us with everything we asked him and replied in a timely manner. The place was well worth the price! On top of all of that, the abundance of shark teeth that we found on the beach was awesome! Will most definitely go back in the future!

Home in Englewood

5 out of 5 average rating, 3 reviews

Beach Front House (A)

LISARating, 5 stars4 months ago

1 million stars! Wow - just wow! Our stay at this Airbnb was beyond incredible. From the moment we arrived, everything EXCEEDED our expectations. The space was spotless, beautifully decorated, and stocked with everything we could possibly need. The attention to detail made it feel like a home away from home. The location was perfect - convenient to EVERYTHING (restaurants, food shopping, rentals, highway, etc) and soooo peaceful - its literally right on the Gulf!! We loved *every second* of our time here. We swam everyday. Honestly, we couldn’t have asked for a better experience. Host was thoughtful, responsive, and genuinely invested in making sure we had a great time. She also helped us when we needed it and for that we are **forever grateful** If you’re considering booking this place, do yourself a favor and stop searching - this is the one. We’re already counting down the days until we can return! Thank you again for an unforgettable stay!

Home in Englewood

4.8 out of 5 average rating, 44 reviews

Steps to the beach on Manasota Key with POOL

TimRating, 5 stars2 weeks ago

Highly recommend this rental! The owners were so gracious and accomodating with all of my last minute changes and requests. Very responsive to questions. The home is beautiful and well supplied (Except grill utensils). I have been coming to this area for 4 years and would stay here again!