Apartment vacation rentals in Holmes Beach

Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Beach Bliss: Open Monday, $194/nt + Fees!

This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

AMI Ohana Beach Resort B with fabulous salt pool!

The location with Heated Pool is perfectly situated on the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.

Beachfront Anna Maria Island, Walk to Shops!

Pool is open!! Book today! Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located beach front from the white sandy beaches. The spacious living area is perfect for relaxing after a day at the beach, with comfortable seating and a large flat-screen TV. The kitchen is fully equipped with everything you need to prepare delicious meals. The master bedroom has a king-size bed, the second bedroom has a queen-size bed and the third bedroom with two full beds.

New Modern on Beach Longboat Key (5 steps to Sand)

Newly renovated (November 2025) modern first floor condo literally five steps away from the sand walking outside from the lanai. One bedroom /One bath King bed in Primary Queen sleeper sofa in living room Key code entrance Free parking Heated Swimming pool on site Free Beach loungers on the beach Paid laundry machines on site Mid Island next to everything WiFi, cable, free parking Usually 7 night minimum Bring your toothbrush and bathing suite and prepare to unwind and relax!!!!

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

Newly Remodeled Beachfront Studio - On the sand!

ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Hyde Park "Industrial-chic" with Private Backyard

This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

Ohana Hale North B - 1 Bedroom

Ohana is Hawaiian for family and that is who you are when you stay with us. Relax at this cozy Holmes Beach apartment just a short walk to the beach, dining, and shops. Enjoy your private deck with grill, perfect for sunset dinners and laid-back island living. Ideal for couples or small families seeking a beach escape. This property has a 7 night minimum stay requirement. We have other properties for lesser stays - just inquire! License # 22-000045

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

Riverfront 2BR • Near Anna Maria Island

Waterview Escape is a peaceful 2BR, 1.5BA waterfront apartment on the Manatee River, just 5 miles from Anna Maria Island and close to Downtown Bradenton, Sarasota, and Tampa Bay. Enjoy sunrise water views from both bedrooms and the living room, a fully equipped kitchen, and a private entrance. Perfect for beach days, boating, fishing, or exploring the Gulf Coast. Quiet, safe neighborhood with easy access to shops, dining, and marinas.

Steps to Beach 2 Bd, 2 Bath Heated Pool AMI Holmes

Our beachy 2-bed 2-bath condo w 2 porches (1 screened, both overlook trees) has all you want in a sunny, relaxing getaway! Complex right on beach, unit faces side w elevator, tennis courts, heated pool. Covered parking, Big kitchen+dining area. Stocked Beach Closet: 3 bikes, beach chairs, umbrella, wagon PakNPlay Close to trolley+Publix. *Brand New Master Bath Jan2022 *Master Bed King Foam *No Smoking *No Pets License #: VRC17-000175