Holiday rentals in Anna Maria

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Top-rated holiday rentals in Anna Maria

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Guest favourite

Apartment in Holmes Beach

4.98 out of 5 average rating, 108 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean and comfortable, my unit at Sandy Pointe II is in a secluded setting just a few minutes walk to a less crowded, quieter section of beautiful AMI beach. From here the Island is at your fingertips! Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! A FREE Island trolly stop is steps from our entrance with grocery, drug store, beach shops and so much more just across E Bay Dr.

28 Sep – 5 Oct

$250 SGD per night

Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 12 reviews

Lamantin- 2 bed/2bath North End, beach 2 min walk

Welcome to the Lamantin, duplex on the North End of Anna Maria directly across from the beach with direct beach access 2 properties away. Relax at this updated 2 bed/2 bath tropical unit that has everything you could ask for. Rent one unit or both. Perfect for a group of extended family and friends. The master features a queen-size bed and ensuite bathroom. The second bedroom has a king-size bed. The updated kitchen is equipped with all the basics, including pots/pans to make a delicious meal.

6–13 Dec

$643 SGD per night

Guest favourite

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!

1–8 Nov

$170 SGD per night

Guest favourite

Apartment in Holmes Beach

4.96 out of 5 average rating, 46 reviews

Island Beach Paradise, Close to Everything, Bikes

This remodeled condo is in the ideal location for your Anna Maria Island getaway. Award winning restaurants, great shopping and a marina are right out your door. The world famous beach on the Gulf of Mexico is three blocks away. Bikes, beach cart, beach supplies are provided. The expansive park across the street has tennis, pickleball, basketball, skate park, playground, dog park, boat & kayak launch ramp. Relax on your deck and enjoy a coffee & the beach breeze through the palm trees.

18–25 Sep

$219 SGD per night

Guest favourite

Home in Anna Maria

4.96 out of 5 average rating, 50 reviews

Steps to the Beach! Pool/spa! Golf Cart Included!!

Newly renovated elevated home on the prestigious north end of the island. There is over 2100 sq. ft of living area in addition to the expansive outdoor space including a large saltwater pool/spa, outdoor TV and seating area, outdoor dining area for 10, lawn games and numerous balconies both covered & uncovered. The house is across the street from the Bayfront Park and a 7 minute walk to the world renowned Bean Point. We have also included bikes & a 6 person golf cart for your stay.

10–17 Dec

$1,450 SGD per night

Guest favourite

Home in Bradenton Beach

5.0 out of 5 average rating, 8 reviews

New! Sunset Beach View/Trolley/Bridge Street!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

13–20 Aug

$818 SGD per night

Guest favourite

Bungalow in Anna Maria

4.88 out of 5 average rating, 120 reviews

Bay Breeze Cottages #2

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

29 Nov – 6 Dec

$426 SGD per night

Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 58 reviews

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedroom, 3 Bathroom home plus loft is professionally decorated throughout, with state-of-the art quartz counter tops, JennAir professional stainless-steel appliances, wide plank wood tile floors, bead board ceilings. All bathrooms have basket weave marble and quartz counters and there is a Whirlpool Washer & Dryer. The house has everything necessary for a perfect beach vacation.

17–24 Aug

$938 SGD per night

Guest favourite

Apartment in Bradenton Beach

4.87 out of 5 average rating, 61 reviews

Luxury, Fully Stocked, Next to Pool & Beach-202

Fully stocked condo, full kitchen, all the beach supplies needed. See my other listings here www.airbnb.c0m/p/ryant (replace the zero in .com with an o to get to link) Largest saltwater pool on island. Private beach access, plenty of space. Self-check-in, no contact with anyone. All units have their own parking. Unit has a full kitchen, grocery store is a mile down the road, plenty of open-air restaurants. Professional cleaning following CDC guidelines.

21–28 Aug

$204 SGD per night

Superhost

Home in Anna Maria

4.93 out of 5 average rating, 40 reviews

Gulf Coast Paradise

Located at the North End of Anna Maria Island 3 blocks from the beach and 1 block from the bay. Brand new heated swimming pool. Three bedrooms, 2 baths with open living & dining floor plan. A large screened porch for ping pong and dining. Perfect for entertaining your friends and family. House is equipped with beach chairs, beach towels, boogie boards and toys for your day at the beach. Children supplies available upon request. Pak n Play, crib etc.

25 Apr – 2 May

$939 SGD per night

Guest favourite

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.

25 Jun – 2 Jul

$104 SGD per night

Guest favourite

Cottage in Holmes Beach

4.98 out of 5 average rating, 50 reviews

Calypso-an Anna Maria Island Oasis+Private Pool

Remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall and Swim-up Tiki Table, Weber Grill, patio bar with 55” Outdoor Smart TV! Calypso is outfitted with a cozy Coastal decor, you feel that vacation vibe as soon as you walk in the door. The kitchen offers Granite countertops with Stainless Steel appliances. Both bedrooms have King size beds, living room has a queen sleep sofa.

5–12 Oct

$615 SGD per night