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Cottage vacation rentals in Casey Key, Florida

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Top-rated cottage rentals in Casey Key, Florida

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Cottage in Siesta Key

4.88 out of 5 average rating, 216 reviews

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

*Siesta Key elevated villa at Solitude Suites on Siesta Key. *Your own detached private villa, located in a small resort. *Waterfront resort w/ FREE pool, kayaks, stand up paddle boards & Tiki Hut. * Just a 10-12 min walk to award winning beach. *1 Bedroom w/King bed. *1 full bathroom w/shower. *Large kitchen, open living room, fully furnished inc towels & linens. *Private screened lanai w/ table & chairs. *Beautiful shared pool w/ sun shelf & waterfall. *2 min car ride to beach. *Updated!

Cottage in Englewood

4.9 out of 5 average rating, 110 reviews

Free bikes/kayaks/walk to beach/2bed/2bath #2

Unit # 2 Beautiful 2 bed 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. This cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Cottage in Bradenton

4.94 out of 5 average rating, 301 reviews

Historic Private King Bed Suite-Near Beach-D’Town.

Your relaxing vacation is here! Private Cottage with a huge deck. Wonderfully furnished with plush linens, beach towels/chairs. A great nights sleep with a king-size bed and pull-out couch which serves as 2nd bed. Private kitchen and bath. TV and fast WIFI. We are located in a historic and quiet neighborhood in DT Bradenton. There are 3 villas on our large corner property. Off street parking. Quiet times are between 10PM until 7:30AM. Please respect others. Walk to many great restaurants!

Cottage in Myakka City

4.99 out of 5 average rating, 113 reviews

NEW! Peaceful Country Cottage near Lakewood Ranch

Enjoy the peace and solitude of the country at this fully renovated cottage. "Country Oaks" Cottage located on seven acres surrounded by nothing but woods and wildlife. We are located approximately 15 miles east of I-75 where you can enjoy privacy away from the bustling city but close enough to enjoy shopping and restaurant options in nearby Lakewood Ranch. Enjoy a trip to historic Arcadia for antique shopping or adventure out to Myakka State Park or TreeUmph! or even local beaches.

Cottage in Bradenton Beach

4.96 out of 5 average rating, 141 reviews

Bradenton Beach Sunsets 3, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with a queen pull out couch make this a great location for, solo guest, business travelers, and families. . Beach chairs/umbrellas/etc. provided. 3 blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Cottage in Sarasota

4.94 out of 5 average rating, 139 reviews

Sea-esta Cottage-cheerful 2bd/1ba w/ free parking

Experience ultimate relaxation in this serene and stylish rental. A brand new home in the heart of Amish Village, Pinecraft. Two cozy bedrooms with plush bedding and soothing coastal decor. Sip your coffee on the front porch, immersed in the tranquility of this idyllic neighborhood. Take a short walk to Yoder's Fresh Market & Restaurant, Coastal 98 Cafe, and the Pinecraft Ice Cream Shop. Just 6 miles to Siesta Key and 7 miles to Lido Beach for endless coastal adventures.

Cottage in Nokomis

4.98 out of 5 average rating, 123 reviews

Staycation Sanctuary - 100% Smoke-Free Property

Bella Vita! (The Good Life!)…that feeling when you wake up each day in this little slice of Paradise. This is the spot to enjoy a warm peaceful getaway from the rest of the world...just arrive with your bathing suit/flip flops and walk 1.5 blocks to the warm Gulf waters. Tranquillity of beach life, beautiful sunsets and lazy days of fishing and bird watching. Visit the Jetties, where you can see dolphins, manatees and rays, is only 1/2 mile away.

Cottage in Bradenton

4.94 out of 5 average rating, 153 reviews

Cozy Cottage L-Steps to Riverwalk/Close to Beaches

Beautiful cottage style duplex located in Old Downtown West Bradenton in Historic Point Pleasant neighborhood - steps from Riverwalk! Close to beaches!!! Visit RealizeBradenton website for a listing of monthly events , Comfortably sleeps 4 - 1 bedroom with king size bed ,Living area has queen sleeper sofa, Kitchen: well equipped • Guest must disclose if they are bringing a pet and the pet breed • $50 per each 2-7 day stay - per pet

Cottage in Sarasota

4.83 out of 5 average rating, 150 reviews

Charming Beach Cottage

LOCATION!!! Getaway from the fast paced, high pressure life and slip on some flip flops! Get ready to unwind with the cool sea breeze, sunny adventures on the beach or on the water and explore the meaning of easy island living. Our contemporary designed home is just a few minutes drive from the most picturesque beaches in the nation with LOTS of parking. Feel free to bring your boat:) Restaurants and shopping are plentiful!

Cottage in Siesta Key

4.89 out of 5 average rating, 143 reviews

Siesta Key Cozy Cottage across from the beach!

Adorable Siesta key cottage one block from the beautiful white sand beach and two blocks from the iconic Siesta Key Village on the north end of the island. Everything is a short walk including all the shops and restaurants of Siesta Village. Very private fenced in yard with barbecue:) Very nice size kitchen with a dining room and a large sunken living room. Both the living room and the bedroom open to the private patio!

Cottage in Anna Maria

4.98 out of 5 average rating, 208 reviews

Turtle Cottage - Anna Maria Island

Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.

Cottage in Englewood

4.96 out of 5 average rating, 139 reviews

Family-Friendly Beach Cottage Manasota Key

Perfect for family / friends who want to escape the stress of the real world into paradise on Manasota Key. This family/group-friendly beach cottage sits across the street from the Gulf of Mexico. The closest public beaches are Manasota Beach and Blind Pass beach ( ea. 4 min drive) The property sits bayside and has private dock access !

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Popular amenities for Casey Key, Florida cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Holmes Beach

4.91 out of 5 average rating, 45 reviews

Kiwi Cottage *Heated Pool+Spa+ walk to the Beach!

Cottage in Bradenton

5.0 out of 5 average rating, 4 reviews

Cozy Casita Close to Anna Maria Island!

Cottage in Sarasota

4.96 out of 5 average rating, 23 reviews

Charming Coastal Oasis 2 Bed/2 Bath Cottage

Cottage in Palmetto

5.0 out of 5 average rating, 20 reviews

Palmetto Isles w/ Hot Tub

Cottage in Cape Coral

Cape Lake House Lake Front

Cottage in Bokeelia

4.79 out of 5 average rating, 131 reviews

Captains Cottage

Cottage in Bradenton

4.87 out of 5 average rating, 31 reviews

Shangri-Lodge Cabin on 3 Acres

Cottage in Port Charlotte

5.0 out of 5 average rating, 3 reviews

Cute Port Charlotte Home w/ Resort Amenities!

Pet-friendly cottage rentals

Cottage in Sarasota

4.81 out of 5 average rating, 154 reviews

Dog friendly Cottage

Cottage in Nokomis

5.0 out of 5 average rating, 49 reviews

New Pool Tropical Waterfront Dock & Optional Boat

Cottage in Sarasota

4.96 out of 5 average rating, 69 reviews

Luxury large cottage-studio/wth kitchen & bathroom

Cottage in Sarasota

5.0 out of 5 average rating, 23 reviews

Cozy Cottage near Siesta Key Beach

Cottage in Boca Grande

4.88 out of 5 average rating, 88 reviews

Charming beach cottage house with pool.

Cottage in Bradenton

4.96 out of 5 average rating, 71 reviews

Adorable 1 bedroom close to IMG, AMI beaches

Cottage in Holmes Beach

5.0 out of 5 average rating, 26 reviews

Oleander Villa by Beach Boutique Rentals

Cottage in Sarasota

5.0 out of 5 average rating, 18 reviews

Lido Key Beach Bungalow with Private Heated Pool!

Private cottage rentals

Cottage in Siesta Key

4.84 out of 5 average rating, 132 reviews

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Cottage in Englewood

4.85 out of 5 average rating, 137 reviews

Free Kayaks! Waterfall Pool! Beach! om

Cottage in Bokeelia

4.99 out of 5 average rating, 111 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Cottage in Bradenton Beach

4.9 out of 5 average rating, 170 reviews

Ohana Gulfside C Historic 1 Bed - 250 ft. to Beach

Cottage in Siesta Key

4.81 out of 5 average rating, 260 reviews

Sunspot Cottage 2BR/2B Getaway w/ private beach

Cottage in Sarasota

4.83 out of 5 average rating, 108 reviews

Walk to Beach & St. Armands/Private cottage &grill

Cottage in Sarasota

4.87 out of 5 average rating, 131 reviews

Charming Lido Cottage

Cottage in Osprey

4.96 out of 5 average rating, 23 reviews

Mattie’s Cottage by the Bay

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