Holiday rentals with a patio in Anna Maria

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Top-rated rentals with patio in Anna Maria

Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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Guest favourite

Home

4.84 out of 5 average rating, 43 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!

Guest favourite

Guest suite

4.99 out of 5 average rating, 148 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

Guest favourite

Home

4.89 out of 5 average rating, 104 reviews

Amazing Game Room-86°Pool/Spa-Beaches-Dog Friendly

Enjoy with your whole family at Villa Delfino, a single family home in the heart of beautiful Bradenton. It is a one-of-a-kind fully enclosed, dog friendly outdoor space with a HEATED pool, hot tub, BBQ grill, fire pit, lounge chairs and tiki hut. The home is located just 6 miles to Anna Maria Island with some of the most gorgeous beaches in the world. We supply beach gear including towels, chairs, umbrella, boogie boards, etc. Inside we offer 2 en suites, 1 with a KING bed, FUN Game room.

Guest favourite

Townhouse

4.94 out of 5 average rating, 16 reviews

Loggerhead - AMI Oasis w/ Private Pool + Golf Cart

Loggerhead is back and ready to welcome you! 🏝️ Escape to the tranquility of Anna Maria Island in this charming 2-bedroom, 2-bathroom home nestled on a peaceful, secluded street. Relax in your private tropical backyard featuring a heated saltwater pool. Just steps from the beach, you’ll never need to worry about parking. We provide everything for your getaway: pool and beach essentials, a 6-person street-legal golf cart, and bikes for all ages. Your perfect family paradise awaits! 🍹👙

Guest favourite

Apartment

4.99 out of 5 average rating, 112 reviews

Silver Sands - Winter Availability!

This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers and sun umbrellas. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort!

Guest favourite

Apartment

5 out of 5 average rating, 27 reviews

AMI Perfect Experience

This condo has been designated as a Guest Favorite. This beautiful ground floor condo offers the best experience and perfect vacation getaway in Anna Maria Island for up to 4 guests. Located steps from the beach, this condo has exceptional value with its amenities, including the largest heated pool on the island, tennis courts, pickleball, bocce ball, workout room, beach chairs, umbrella, noodles, and wagon for those looking to stay active. It has everything you need including location!

Guest favourite

Apartment

4.97 out of 5 average rating, 75 reviews

KING Bed + No Damage+ Close to Beaches

🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

Guest favourite

Guest house

4.98 out of 5 average rating, 159 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

Guest favourite

Tiny home

4.95 out of 5 average rating, 110 reviews

Cozy 1 bedroom tiny home with pool "Shelly"

Gorgeous newly built luxury tiny home in the heart of downtown Dunedin. This charming 1 bedroom 1 bath home is has everything you need for a perfect stay in our perfect little town. Only steps away from all the best restaurants, breweries, shops and activities in Dunedin. Dunedin was voted one of the best walking towns in America. Just a short drive to beaches including Honeymoon Island and Clearwater Beach. If you don’t feel like driving you can just relax in the pool.

Guest favourite

Guest house

5 out of 5 average rating, 148 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.

Guest favourite

Apartment

4.93 out of 5 average rating, 117 reviews

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach and waterfront dining. Villa #1 in quaint condo building close to everything Anna Maria Island has to offer. Pickleball court across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. 2 minute walk to beach, trendy Bridge Street shops, marina & waterfront restaurants, bars. Updated, well-appointed kitchen has everything you need. Beach supplies in condo.

Guest favourite

Guest house

5 out of 5 average rating, 19 reviews

The Boathouse

Would you like to feel like you are sleeping in a tree house with all the luxuries and comfort of a high end hotel? Then welcome to our brand new guest house, which accommodates a maximum of two guests and is a completely private tropical oasis. Standing on the edge of Lake LaVista, surrounded by tropical palms where you have use of the private and beautiful pool which we heat during the winter months.