Apartment holiday rentals in Holmes Beach

Adirondack chairs in soft blue are positioned on the sandy beach, offering scenic views of the ocean and coastline. The sun reflects off the water, enhancing the tranquil atmosphere, while a distant figure strolls along the shore. Lush greenery borders the sandy area.

4.94 out of 5 average rating, 167 reviews

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

4.96 out of 5 average rating, 103 reviews

Steps to the beach! Condo with pool at The Terrace

Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

5 out of 5 average rating, 10 reviews

Shell Cove 106 by Duncan Real Estate

Shell Cove 106 is a cute beach front condo in Bradenton Beach. Steps to the stunning beaches of Anna Maria Island! The living area has plenty of seating with a large HDTV. The dining room comfortably accommodates 5 people. The master has a king size bed and guest bedroom features one queen and one twin bed and share a bathroom with a shower/tub combo. The kitchen is updated with new cabinets and countertops. Walk out to the beach to watch an amazing Anna Maria Island sunset every evening.

Apartment in Longboat Key

A dining setting on a patio table showcases a plate of breakfast foods, including a toasted bagel, fruit, and a drink. Soft, rolled towels are stacked nearby, with a view of the beach and pool visible in the background.

4.98 out of 5 average rating, 225 reviews

Sun-Kissed Memories: Open Thursday, March 26th!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo 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...!

A heated pool is surrounded by a paved patio and lush tropical landscaping. Comfortable seating under an umbrella is positioned nearby, creating a relaxing outdoor space. The building above features a balcony, adding a vertical dimension to the inviting environment.

4.87 out of 5 average rating, 131 reviews

Steps from the beach

Perfect place to put your feet up and relax! One of four units in the condo gives your getaway a private feeling where you don't share the heated pool with many others, on a dead end road. The only unit overlooking the pool from the master bedroom. You'll be just one block from the beach making it tempting to go multiple times a day! The clean, modern decor makes it a great place for both short and long term visitors. Just a nature trail away from a grocery store, shops and restaurants.

A two-story yellow condo is highlighted against a clear blue sky. Palm trees line the pathway leading to a fenced pool area. The entrance features a covered balcony with white railings, offering a welcoming view of the surrounding tropical landscape.

4.9 out of 5 average rating, 104 reviews

Beachy Chic! 1st Floor Condo-Pool-Close to Beach

Enjoy this NEWLY RENOVATED FIRST FLOOR 2-bedroom 1 bath condo just a short easy 2-minute walk to the BEACH. The New Key West vibe includes a Custom White Kitchen w/ SS appl, Shiplap, luxury plank flooring, & W/D combo. The pretty modern bath was updated with custom quartz top vanity. Relax at the pool directly next door & enjoy morning coffee on the little covered patio. The 2nd bedroom can be made up as 2 twins or a King. Walk to wonderful restaurants & shops. Gas Golf Carts permitted.

A heated pool is surrounded by lush greenery and palm trees. Lounge chairs are positioned along the perimeter, and a gentle blue hue reflects off the water. The two-story buildings in the background create a tranquil resort-like setting.

4.97 out of 5 average rating, 132 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean & comfortable. Sandy Pointe II is in a secluded setting, an easy walk to a less crowded, quieter section of beautiful AMI beach. Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! *NOTE- This unit is a walk-up, no elevator. 33 steps, spaced with 3 landings VRC # 20-000-272 Minimum stay 7 nights, Adult occupancy/4 , parking 2 vehicles & Quiet hours, 10 PM untill 7 AM

The outdoor area features a heated pool with a rock waterfall, surrounded by lounge chairs. A thatched Tiki hut provides shaded seating, set within tropical landscaping. The villa's light blue exterior and white furnishings enhance the inviting atmosphere of the space.

4.93 out of 5 average rating, 153 reviews

Blanco at Sunset Villas on Anna Maria Island

Back Open Jan '25! Located just 200 steps from the beach you’ll have your feet in the sand in no time. A comfortable living area + fully equipped kitchen. Furnished with island décor and local art. Everything you need including a heated pool, large patio with a Tiki hut, tropical gardens, plus a private outdoor area with a shower for your comfort. Walk to everything – grocery, pharmacy, ice cream, breakfast, pizza, donuts, and the beach which is less than 2 minutes away.

The bedroom features a spacious bed with decorative pillows and a light blue throw. An accent bench sits at the foot of the bed, while a round mirror reflects soft lighting from a chandelier. A patterned wallpaper adds a coastal touch, enhancing the serene ambiance.

4.97 out of 5 average rating, 137 reviews

KING Bed + Anna Maria Island Beaches + Beach Gear!

⚓️🦩Welcome to the Coastal Flamingo! Your nautical 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 coastal escape!

A bright living area is shown, featuring a spacious sofa set and a coffee table. The dining table is set for four, with neatly arranged plates and napkins. Natural light filters through large windows, highlighting the inviting ambiance of the condo.

4.86 out of 5 average rating, 14 reviews

1 block from beach + pool - Cayman Cay #102

Embrace the island life with this stunning ground floor condo, two king beds, 2 bathrooms, an outdoor screened-in porch, top-of-the-line appliances. Perfect for 4 guests. Prefer rental for the entire calendar month - or at least 2 weeks in one month. Upon booking, we'll send you a rental agreement for electronic signature. We kindly ask that you comply with house rules, condo regulations, respect quiet hours, and avoid any damages.

A panoramic view showcases the beach and Gulf of Mexico through a large window. Soft blue waves lap against the shore, with sandy beach in the foreground. Outdoor figures can be seen enjoying the beach, creating a tranquil seaside atmosphere.

4.79 out of 5 average rating, 33 reviews

AMI Bridgeport 202 -Beach View Retreat+Resort Pool

Perfect location next to Beach+Restaurants+Bridge Street+Free Trolley with Large Heated Pool!! Relax... Add Bridgeport 203 + 207 + 111 just down the hall! Head out to white powder sand beach. Enjoy a dip in large pool. Watch sunset into sea from the beach or living room or master bedroom or lanai's open-air patio. End perfect day w/ walk across street to BeachHouse Rest. or couple blocks to "Hot spot" Bridge Street dinner!

Apartment in Indian Rocks Beach

A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

4.97 out of 5 average rating, 154 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Popular amenities for Holmes Beach apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.95 out of 5 average rating, 41 reviews

Foxtail Palm: *Luxe Pool Oasis *Steps from Beach

A heated swimming pool is set within a sunlit outdoor area, surrounded by tropical greenery. Comfortably arranged lounge chairs can be seen beside the pool, while a covered area with dining options is available underneath the balcony above.

5 out of 5 average rating, 5 reviews

Lime Kiss A! 3 Bedroom, 2 Bathroom Home Just Acros

Apartment in Sunset Beach

A private balcony overlooks the beach and Gulf of Mexico. Two red chairs are positioned for comfortable seating, while a railing provides safety and unobstructed views. The serene landscape features green grass leading to the sandy shore and the calm blue waters of the ocean.

4.93 out of 5 average rating, 60 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

A spacious balcony is furnished with a large, green sectional sofa and a glass-topped coffee table. It offers stunning water views through expansive glass panels, with a dining set in the background. Soft hues of pink and purple adorn the sky at sunset.

4.78 out of 5 average rating, 9 reviews

Bradenton Retreat-Pool, Stunning Views & More!

Apartment in Tierra Verde

4.92 out of 5 average rating, 87 reviews

Your Island Escape! • Discounted Summer Rates

4.87 out of 5 average rating, 23 reviews

Beachfront Newly Remodeled 2/1 -Right on the beach

Apartment in Isla del Sol

4.95 out of 5 average rating, 39 reviews

Guest Favorite in St. Pete Beach| Pool & Hot Tub

An aerial view captures the coastal condo building situated near a sandy beach, framed by lush greenery and neighboring homes. The blue waters and white sands of the beach are visible, indicating a serene environment close to the property.

4.62 out of 5 average rating, 13 reviews

Tropical Sunset 1 by SeaBreeze Vacation

Pet-friendly apartment rentals

4.96 out of 5 average rating, 47 reviews

A clear, inviting pool is surrounded by a landscaped area with tropical plants and palm trees. The bright orange exterior of the building contrasts with the lush greenery. Chaise lounge chairs are positioned nearby for relaxation.

Apartment in Siesta Key

Siesta Key Village, Pool, Beach Access 4-min Walk

4.89 out of 5 average rating, 108 reviews

The exterior of a pink three-story condo is visible, surrounded by palm trees and tropical plants. A pool area features several lounge chairs and a circular table, with a covered balcony on the second floor. Light clouds decorate the sky, creating a relaxed atmosphere.

Apartment in Sarasota

5213B Menorca Street - Siesta Key Village Condo

5 out of 5 average rating, 8 reviews

Two Shell Cove - Beachfront - Amazing Remodel - I

Apartment in Treasure Island

An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.

4.9 out of 5 average rating, 182 reviews

Waterside Studio in the heart of TI, walk to beach

Apartment in Gulf Gate Estates

The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.

4.97 out of 5 average rating, 125 reviews

Modern Studio · 5 min from Siesta Beach

Apartment in Indian Shores

Two wicker chairs with cushions are positioned around a small table on a balcony overlooking the beach. The expansive view reveals the Gulf of Mexico and a clear sky with scattered clouds. Beachgoers can be seen in the distance enjoying the shoreline.

4.8 out of 5 average rating, 104 reviews

Casa de B.O.B ... Best on Beach

A fire table is positioned in view of a vibrant sunset, reflecting shades of orange, pink, and purple across the sky. The scene is framed by large glass panels, offering unobstructed views of the horizon, enhancing the outdoor experience.

4.91 out of 5 average rating, 143 reviews

New Luxury 3/3 Condo in Margaritaville Resort

A spacious living area is furnished with a comfortable sofa and chairs, arranged around a glass-topped coffee table. Light from large windows brightens the room, which features ceiling fans and a neutral color palette. A dining area with wicker chairs is also visible.

5 out of 5 average rating, 15 reviews

Tradewinds 2 Bedroom Gulf Drive Villa

Apartment rentals with a pool

Aerial view of a coastal community featuring multiple multi-story buildings surrounded by lush palm trees. A tranquil pool area is visible, alongside a winding pathway leading toward the waterfront. The backdrop showcases the shimmering waters of Anna Maria Sound, enhancing the peaceful setting.

5 out of 5 average rating, 8 reviews

3BD Luxury-Incredible Views of Sunsets, Marina

4.98 out of 5 average rating, 53 reviews

Aerial view captures the pristine beach alongside the expansive manicured grounds of a gated community. The layout features several buildings with red roofs, centered around a heated salt water pool. The shoreline and beach-goers are visible in the distance.

Apartment in Siesta Key

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

An aerial view showcases a resort-like community surrounded by lush palm trees. A curvy swimming pool is centrally located, with bright lounge chairs neatly arranged around it. A charming patio area features seating, providing a setting for relaxation amidst the landscaped greenery.

5 out of 5 average rating, 34 reviews

Coastal Oasis Condo w/ Luxury Resort Amenities

A panoramic view of the Gulf of Mexico is visible from the private balcony, featuring a sleek railing and two outdoor chairs. The serene sky meets the ocean horizon, while beach vegetation frames the picturesque shoreline.

4.91 out of 5 average rating, 33 reviews

Sandcastle Splash - Beachfront Condo

The exterior of a multi-story building is depicted, featuring vibrant orange walls and teal shutters. Palm trees line the entrance, and a spacious driveway made of pavers leads to the garage below. The design incorporates balcony spaces and decorative architectural elements.

4.91 out of 5 average rating, 57 reviews

Gorgeous Gulf Views - Beachfront 2BR/2B Condo

A community pool is surrounded by lounge chairs and umbrellas, providing shaded areas. Lush palm trees and greenery are visible in the background, alongside two neighboring buildings. The sky is clear with a few soft clouds, creating a calm atmosphere.

4.63 out of 5 average rating, 16 reviews

Anna Maria Sunrise -perfect getaway on AMI

Apartment in Longboat Key

4.88 out of 5 average rating, 127 reviews

Sunset and beach view from your balcony Unit 403