Vacation rentals in Leffis Key

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Top-rated vacation rentals in Leffis Key

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Guest favorite

Cottage in Cortez

4.82 out of 5 average rating, 94 reviews

Ty's Canal Cottage

"Welcome to Ty's Cottage in Historic Cortez Fishing Village, which is one of Florida's last working fishing villages. Located within walking distance to well known Starfish, Swordfish, Tide Tables Restaurants and Tyler's Homemade ice cream. A short 1.3 mile walk to Anna Maria Island with gorgeous beaches. Short driving distance to beautiful golf courses such as IMG Academy Golf and Manatee County Golf Course. Local fishing charters for outstanding fishing. Outdoor sitting area on canal."

Jan 8 – 15

G$28,715 GYD per night

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 128 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Jul 23 – 30

G$22,086 GYD per night

Guest favorite

Home in Bradenton

5.0 out of 5 average rating, 10 reviews

The "Love shack" Bungalow

The "Love Shack" Bungalow is the Perfect Place for a Couples Getaway! It's also great for someone who is looking for a Nice Peaceful Relaxation Spot. Approx 1.5 Miles to the Beach. It's Very Secluded with a Privacy Fence Surrounding it. Beautifully Updated Inside with Granite Counters & Blue Colorful Epoxy Floors. Super-Fast Wi-Fi & 50" Smart TV with Free Movies & Apps. There's a Large Screened in Lanai with a Table, A Gas BBQ Grill, Washer & Dryer & a Big Fenced in Yard. We are Pet Friendly!

Jul 29 – Aug 5

G$23,176 GYD per night

Guest favorite

Guest suite in Bradenton

4.98 out of 5 average rating, 124 reviews

Pineapple Suite: spacious, private, great location

Come stay in our "Pineapple Suite" where you'll enjoy our cozy, private suite within our family home. In your suite, you'll have your own bedroom, bathroom & family room with kitchenette. We're in a very safe neighborhood and perfectly located near many outdoor attractions! The beaches, kayaking, biking, & hiking are all within minutes of our home! You're a 12-min drive to Anna Maria Island, 5-min to Robinson Preserve, 15 min to IMG, & only 30 min to SRQ. Check out my 5-star reviews!

Jan 5 – 12

G$19,202 GYD per night

Guest favorite

Place to stay in Bradenton

4.97 out of 5 average rating, 30 reviews

Seas The Day By The Bay

Location location near historic Cortez Fishing Village and only 1.2 miles away from Anna Maria Islands 7 miles of paradise! Our dog friendly remodeled One bed/one bath mobile home sleeps 5 people comfortably! 2 queen futons, one twin foldout chair and a double bed in private bedroom. Comes with full size washer and dryer, grill, 4 bikes, inflatable kayak, and private fenced in patio and yard. 3 beach chairs and toys for you to enjoy. Come “ Seas The Day” at our beach base camp!

Nov 1 – 8

G$22,762 GYD per night

Guest favorite

Guesthouse in Bradenton Beach

5.0 out of 5 average rating, 119 reviews

Bradenton Beach Sunsets 1, 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.

Nov 25 – Dec 2

G$43,113 GYD per night

Guest favorite

Guest suite in Bradenton

4.97 out of 5 average rating, 120 reviews

Florida West Coast Get-Away

Enjoy Florida's beautiful West Coast in your own cozy, private apartment . One bedroom, living room, kitchenette with breakfast bar, attached bath with shower. Central air and heat. Free wi-fi. Private drive and gated entrance. Everything you will need is here just waiting for your arrival. You'll find this a beautiful place near everything you will need to enjoy your Florida vacation. Not available for guests with infants.

Jun 21 – 28

G$15,850 GYD per night

Guest favorite

Home in Bradenton

4.98 out of 5 average rating, 196 reviews

My Sunny home on the Bay.

My Sunny Mobile Home is located within a 2 min. walk from the Palma Sola Bay right across from Anna Maria Island. Sit and enjoy the views on the little beach right on the bay. 5 min. drive to the most beautiful Gulf beaches. Watch the dolphins swim and relax on the beach. Snorkeling, fishing and great restaurants near by. Very quiet neighborhood with houses and mobile homes and close to everything for a relaxing vacation.

Jun 5 – 12

G$27,864 GYD per night

Guest favorite

Guest suite in Bradenton

5.0 out of 5 average rating, 186 reviews

Off Anna Maria Island ~10min to beach w/salt pool

Stay close to the beach and like a local at Off Anna Maria, a cozy, private guest suite attached to our home with separate entrance, saltwater pool, and shaded outdoor patio. Located ~10 mins from Anna Maria Island, 45 mins from Siesta Key, 1 hr from Tampa in a quiet suburban neighborhood. Your interior space is completely separate from ours. The pool and patio are shared with us. *Travel time estimates depend on traffic.

Jul 15 – 22

G$24,992 GYD per night

Guest favorite

Guesthouse in Bradenton

4.94 out of 5 average rating, 125 reviews

The Enchantment, Cozy guesthouse,7mi to the beach!

Enjoy the beach in style! We welcome you to the private studio on the West side of Bradenton. Beautiful beaches like Cortez Beach, Coquina Beach, Holmes Beach, and Anna Maria Island may be reached in about 20 minutes. Sarasota Airport, IMG, art galleries, Lido Key, Longboat Key, museums, theaters, 2 hours from Disney World Orlando, Marie Selby Botanical Garden, and Marina Jacks are all within 20-30 minutes!

Aug 9 – 16

G$19,383 GYD per night

Guest favorite

Home in Bradenton

4.91 out of 5 average rating, 80 reviews

Old Florida Home Minutes From Anna Maria Beaches

My little beach house. I’ve upgraded since getting married and starting a family, but still love this house so much. I’m hoping other people can enjoy the proximity to the beach like I always have. Two miles from the Anna Maria Island beaches, huge yard, pet friendly, lots of parking, washer/dryer/dishwasher, fast wifi, two TVs with Rokus

Oct 5 – 12

G$27,226 GYD per night

Guest favorite

Guesthouse in Bradenton

4.94 out of 5 average rating, 154 reviews

Guest House for 2 , Heated Pool, IMG

Guest House of almost 1100 sq feet located in the center of Bradenton. Very calm and in the middle of the nature. Close to everything the Bradenton area has to offer. Just 12 minutes to the beaches of Ana MARIA Island. You also have access to the heated swimming pool and to a wooden cabin ideal for reading a book or relaxing in a hammock.

Sep 6 – 13

G$30,505 GYD per night