A sunset over the ocean with waves and a fallen tree on the beach.

Manasota Key Holiday Rentals

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Our top choices for Manasota Key holiday rentals

1. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.0 out of 10, Wonderful, (29 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is NZ$1,079
includes taxes & fees
22 Sept - 23 Sept
Chadwick Cove Resort & Marina

2. Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)

Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)
Manasota Key
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing experience staying at this beach rental. It was very clean and comfortable, and very close to the beaches and restaurants. And, it’s such a beautiful area. Everything we needed was there including cleaning supplies, soap, and shampoo. They even left us bottles of water and snacks! 5 stars all the way!!"
United States
Anonymous traveller
The price is NZ$563
includes taxes & fees
22 Sept - 23 Sept
Coastal Quadruplex on Manasota Key, Dog and Snowbird-Friendly Studio (Unit D)

3. Waterfront Condo Walkable to Everything with Beach Access

Waterfront Condo Walkable to Everything with Beach Access
Manasota Key
9.6 out of 10, Exceptional, (50 reviews)
"Property managers were very helpful to work with and will still stay again despite a hiccup. "
United States
Jennifer J.
The price is NZ$759
includes taxes & fees
22 Sept - 23 Sept
Waterfront Condo Walkable to Everything with Beach Access

4. Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is NZ$650
includes taxes & fees
22 Sept - 23 Sept
Flamingo's Nest at the Beach Shack. Just one block from the beach!

5. Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (47 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is NZ$650
includes taxes & fees
27 Sept - 28 Sept
Turtle Cay at The Beach Shack! Come On Down!

6. Pirate's Paradise | Manasota Key Beach Condo | Dock & Pool

Pirate's Paradise | Manasota Key Beach Condo | Dock & Pool
Manasota Key
The price is NZ$550
includes taxes & fees
22 Sept - 23 Sept
Pirate's Paradise | Manasota Key Beach Condo | Dock & Pool

7. Private Beach Access! New! Heron's Walk #4

Private Beach Access! New! Heron's Walk #4
Manasota Key
8.8 out of 10, Excellent, (22 reviews)
"Great communication. The property was very cute! Enjoyed everything on the key! "
United States
Rose G.
Private Beach Access! New! Heron's Walk #4

8. 2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
The price is NZ$759
includes taxes & fees
22 Sept - 23 Sept
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

9. New! 1st Floor with Beach Access Heron's Walk #1

New! 1st Floor with Beach Access Heron's Walk #1
Manasota Key
9.4 out of 10, Exceptional, (12 reviews)
"Host was good to deal with - was very responsive and accommodating. The place was perfect for two people. "
United States
Shelley B.
New! 1st Floor with Beach Access Heron's Walk #1

10. Bayfront Condo, Prime Beach Access, Manasota Key

Bayfront Condo, Prime Beach Access, Manasota Key
Manasota Key
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful time. My husband caught a fish off the deck. It was nice watching the sun rise, birds, and dolphins. It was very convenient to everything. The condo was comfortable and had everything we needed. It is located in a quiet peaceful setting. I would definitely recommend it it and would stay there again."
United States
Marsha F.
The price is NZ$671
includes taxes & fees
22 Sept - 23 Sept
Bayfront Condo, Prime Beach Access, Manasota Key

11. Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!

Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
Manasota Key
9.2 out of 10, Wonderful, (66 reviews)
"We had a great stay and will definitely stay here in the future"
United States
Brandon T.
The price is NZ$821
includes taxes & fees
22 Sept - 23 Sept
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!

12. 3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (83 reviews)
"Wish we could have stayed longer We will definitely be back"
United States
Kendra
The price is NZ$807
includes taxes & fees
23 Sept - 24 Sept
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

13. BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.

BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.
Manasota Key
9.8 out of 10, Exceptional, (128 reviews)
"Loved everything about this place! We will make this a yearly tradition."
United States
Jenny G.
The price is NZ$815
includes taxes & fees
22 Sept - 23 Sept
BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.

14. Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Manasota Key
10.0 out of 10, Exceptional, (7 reviews)
"If you are looking for a quaint getaway in a quiet part of Manasota key, this is it. While you are close enough walk or bike to the beach and all the restaurant/bars, it’s just far enough away from all the congestion. The cottage was beautifully decorated, clean & updated. Truly a great host, they were responsive and provided more items to use than any other VRBO we’ve stayed at! "
United States
Brooke T.
The price is NZ$792
includes taxes & fees
22 Sept - 23 Sept
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

15. Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place and a great location "
United States
Matthew C.
The price is NZ$650
includes taxes & fees
28 Sept - 29 Sept
Seashell Shanty at The Beach Shack! Come On Down!

16. Beach house - 3 min walk to beach!

Beach house - 3 min walk to beach!
Manasota Key
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful property thank you for everything"
United States
William
The price is NZ$825
includes taxes & fees
22 Sept - 23 Sept
Beach house - 3 min walk to beach!

17. 3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.6 out of 10, Exceptional, (97 reviews)
"Great place and will definitely stay here again."
United States
Jessica S.
The price is NZ$821
includes taxes & fees
22 Sept - 23 Sept
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

18. Coastal Chic 2BR | Gulf & Bay Access | Sleeps 6

Coastal Chic 2BR | Gulf & Bay Access | Sleeps 6
Manasota Key
The price is NZ$577
includes taxes & fees
22 Sept - 23 Sept
Coastal Chic 2BR | Gulf & Bay Access | Sleeps 6

19. Bayfront Condo w/Private Beach on Manasota Key - Unit 311

Bayfront Condo w/Private Beach on Manasota Key - Unit 311
Manasota Key
The price is NZ$925
includes taxes & fees
22 Sept - 23 Sept
Bayfront Condo w/Private Beach on Manasota Key - Unit 311

20. Waterfront Condo w/Private Beach on Manasota Key!

Waterfront Condo w/Private Beach on Manasota Key!
Manasota Key
The price is NZ$925
includes taxes & fees
22 Sept - 23 Sept
Waterfront Condo w/Private Beach on Manasota Key!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Manasota Key Hotel Reviews

Find out more about Manasota Key

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Manasota Key holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Manasota Key. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Manasota Key. Seeing all the best attractions is bound to make you fall in love with Manasota Key. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Manasota Key short-term rentals, that won’t be hard to do.

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