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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, 217 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!

Dec 20 – 27

R8,216 ZAR per night

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!

Nov 3 – 10

R2,763 ZAR per night

Cottage in Bradenton

4.93 out of 5 average rating, 303 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!

Dec 30 – Jan 6

R3,520 ZAR per night

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.

Jun 6 – 13

R3,605 ZAR per night

Cottage in Englewood

4.85 out of 5 average rating, 137 reviews

Free Kayaks! Waterfall Pool! Beach! om

In a prime Manasota Key location, our talented interior designer created this beach bungalow gem with 2 bedrooms and sofa sleeper, Smart Tv's & granite kitchen with dining set. Walk only 1 minute until your toes are in Gulf of Mexico at delightfully uncrowded beach! 5 walk to Stump Pass. Longer walk or free shuttle to good restaurants with live music. Unwind in on-site Swim Spa with waterfall & massage therapy jets in common area. Spot dolphins with free Kayaks. Peaceful, quiet

Sep 3 – 10

R2,939 ZAR per night

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.

Jul 5 – 12

R2,735 ZAR per night

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.

Aug 11 – 18

R2,261 ZAR per night

Cottage in Bradenton Beach

4.99 out of 5 average rating, 124 reviews

Bradenton Beach Sunsets 2, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three 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.

Dec 5 – 12

R4,337 ZAR per night

Cottage in Siesta Key

4.84 out of 5 average rating, 132 reviews

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Adorable one bedroom "Old Florida Cottage" on the intracoastal bay side of Siesta Key. This is a stand alone cottage, ground floor, no elevators or flights of stairs to mess with. New Pool with a tiki hut, fishing dock, boat basin (up to 24'), beach access 4 min. walk across Midnight Pass Rd. to the #1 beach with the whitest, softest sand you'll ever see! Hi Def TV in LR , Wifi, TV in BR, stocked with everything but your clothes and toothbrush.

Aug 24 – 31

R3,510 ZAR per night

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

Nov 14 – 21

R2,557 ZAR per night

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!

Sep 30 – Oct 7

R2,972 ZAR per night

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!

Sep 22 – 29

R4,894 ZAR per night

Vacation rentals for every style

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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!

Sep 28 – Oct 5

R8,273 ZAR per night

Cottage in Palmetto

5.0 out of 5 average rating, 20 reviews

Palmetto Isles w/ Hot Tub

Nov 25 – Dec 2

R4,322 ZAR per night

Cottage in Sarasota

4.96 out of 5 average rating, 23 reviews

Charming Coastal Oasis 2 Bed/2 Bath Cottage

Jan 6 – 13

R7,407 ZAR per night

Cottage in Bradenton

5.0 out of 5 average rating, 4 reviews

Cozy Casita Close to Anna Maria Island!

May 10 – 17

R6,516 ZAR per night

Cottage in Cape Coral

Cape Lake House Lake Front

Dec 14 – 21

R7,395 ZAR per night

Cottage in Bokeelia

4.76 out of 5 average rating, 133 reviews

Captains Cottage

May 17 – 24

R2,019 ZAR per night

Cottage in Bradenton

4.87 out of 5 average rating, 31 reviews

Shangri-Lodge Cabin on 3 Acres

May 16 – 23

R8,103 ZAR per night

Cottage in Port Charlotte

5.0 out of 5 average rating, 3 reviews

Cute Port Charlotte Home w/ Resort Amenities!

Apr 13 – 20

R3,710 ZAR per night

Pet-friendly cottage rentals

Cottage in Sarasota

4.97 out of 5 average rating, 128 reviews

Tropical Oasis SRQ.

Aug 11 – 18

R2,431 ZAR per night

Cottage in Bradenton Beach

4.86 out of 5 average rating, 123 reviews

AMI Beach Shack

Oct 17 – 24

R6,586 ZAR per night

Cottage in Sarasota

4.81 out of 5 average rating, 154 reviews

Dog friendly Cottage

Nov 23 – 30

R3,176 ZAR per night

Cottage in Nokomis

5.0 out of 5 average rating, 49 reviews

New Pool Tropical Waterfront Dock & Optional Boat

Apr 10 – 17

R8,667 ZAR per night

Cottage in Sarasota

5.0 out of 5 average rating, 23 reviews

Cozy Cottage near Siesta Key Beach

Dec 5 – 12

R2,805 ZAR per night

Cottage in Sarasota

4.96 out of 5 average rating, 69 reviews

Luxury large cottage-studio/wth kitchen & bathroom

Jun 6 – 13

R2,194 ZAR per night

Cottage in Boca Grande

4.88 out of 5 average rating, 88 reviews

Charming beach cottage house with pool.

Sep 6 – 13

R7,611 ZAR per night

Cottage in Bradenton

4.96 out of 5 average rating, 73 reviews

Adorable 1 bedroom close to IMG, AMI beaches

Jun 27 – Jul 4

R2,543 ZAR per night

Private cottage rentals

Cottage in Bokeelia

4.99 out of 5 average rating, 111 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Mar 8 – 15

R3,987 ZAR per night

Cottage in Bradenton Beach

4.91 out of 5 average rating, 129 reviews

Historic Beach Cottage with private garden

Sep 19 – 26

R5,575 ZAR per night

Cottage in Sarasota

4.84 out of 5 average rating, 154 reviews

Heated Pool! Beach! Drift Inn Unit B Siesta Key!

Dec 16 – 23

R4,477 ZAR per night

Cottage in Sarasota

4.83 out of 5 average rating, 108 reviews

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

Aug 15 – 22

R3,801 ZAR per night

Cottage in Siesta Key

4.81 out of 5 average rating, 260 reviews

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

Sep 13 – 20

R6,509 ZAR per night

Cottage in Sarasota

4.87 out of 5 average rating, 131 reviews

Charming Lido Cottage

Oct 31 – Nov 7

R5,690 ZAR per night

Cottage in Nokomis

4.92 out of 5 average rating, 84 reviews

The "Turtle Cottage" - a charming beachy retreat.

Jun 21 – 28

R2,353 ZAR per night

Cottage in Osprey

4.96 out of 5 average rating, 24 reviews

Mattie’s Cottage by the Bay

Jun 10 – 17

R1,889 ZAR per night

Destinations to explore