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Beachfront vacation rentals in Holmes Beach

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Top-rated beachfront rentals in Holmes Beach

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A sandy pathway leads through lush greenery, providing access to a charming two-story building. The structure features a spacious balcony, surrounded by palm trees and local vegetation, under a bright blue sky with scattered clouds.

Apartment in Longboat Key

4.95 out of 5 average rating, 105 reviews

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).

Top guest favorite

A large window reveals a stunning view of the sunset over the Gulf. Two red adirondack chairs are positioned to face the ocean, inviting relaxation. The soft glow of the setting sun reflects on the water, creating a serene atmosphere in the living space.

Condo in Bradenton Beach

4.91 out of 5 average rating, 184 reviews

Beachfront condo in paradise, Anna Maria Island

You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

A beach scene captured from the water showcases white sand and gentle waves. Several palm trees provide natural shading, while colorful umbrellas appear on the shore. Nearby buildings, characterized by their coastal architecture, complement the relaxed atmosphere of the beach.

Apartment in Bradenton Beach

4.83 out of 5 average rating, 193 reviews

"Dream Away" at The Beach Dreams Resort

Dream-away is the top right unit with one bedroom, one bath, full kitchen, washer/dryer, dish washer and a balcony facing Gulf Drive. This unit has a wonderful beach front view. The balcony is not on the Gulf Side. If you are interested in renting beach chairs, umbrella and a golf cart, please let us know. Two chairs and one umbrella are 25/day. We will drop off and pick up. Golf Cart can be rented for the day or the week. One small to mid size car is allowed on premises. Ask about larger cars.

A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.

Condo in Siesta Key

4.93 out of 5 average rating, 119 reviews

NO Stairs, Siesta beachfront. Walk to the village!

Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

A wooden boardwalk leads directly to the beach, framed by sandy dunes and swaying grass. The clear blue sky meets the calm waters of the Gulf, creating an inviting scene for beachgoers. The soft beach sand stretches out, blending seamlessly into the horizon.

Cottage in Pass-a-Grille Beach

4.88 out of 5 average rating, 175 reviews

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

Welcome to your island beach escape! This charming coastal abode boasts all the island vibes you need for a relaxing getaway. Enjoy the quaint historic village (5 houses wide) while being just steps away from the most beautiful beach in Florida! Take a stroll through the picturesque streets of Pass A Grille and soak up the old beach charm. The rental home has hardwood floors, a screened-in porch, and a sun patio, 2 bikes to cruise around the area! open-concept kitchen + bar and smart TVs.

A serene beachfront scene showcases soft sand and gentle waves under a clear sky. Lounge chairs are arranged in the foreground, while umbrellas and beach tents are visible further along the shoreline. The bungalow's outdoor seating area is seen, surrounded by lush greenery.

Bungalow in Indian Shores

4.95 out of 5 average rating, 154 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows + heated pool

Top guest favorite

A view from the screened lanai showcases a refreshing pool in the foreground, surrounded by palm fronds and lounge chairs. Beyond the pool, serene blue waters of the Gulf of Mexico are visible, framed by lush greenery and softly swaying palm trees.

Condo in Longboat Key

4.99 out of 5 average rating, 145 reviews

Condo with a View 2: Open Sunday Night, $198/nt!

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!

Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.

Condo in Pass-a-Grille Beach

5 out of 5 average rating, 155 reviews

Beachfront in Pass-A-Grille w/ 2 bikes & 1 board

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

A spacious bed is centered in the room, layered with neutral-colored bedding and decorative pillows featuring floral patterns. Flanking the bed are two bedside tables topped with lamps, and a large piece of artwork depicting a beach scene hangs above.

Apartment in Bradenton Beach

4.9 out of 5 average rating, 127 reviews

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

Top guest favorite

A vibrant yellow cottage is depicted with a landscaped area featuring palm trees and a gravel yard. Colorful adirondack chairs in pastel shades of pink and blue offer seating options, creating a casual outdoor space. Nearby cottages are visible, enhancing the beachfront setting.

Guesthouse in Bradenton Beach

4.99 out of 5 average rating, 177 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.

Top guest favorite

The dining area features a wooden table set for four, complemented by a light fixture above. A comfortable sofa is arranged in the living area, with sliding glass doors providing views of the greenery outside. Artwork adorns the walls, enhancing the ambiance.

Condo in Bradenton

4.98 out of 5 average rating, 213 reviews

Shorewalk full condo IMG Beaches Anna Maria

1174 Sqft first floor 2 bedroom and 2 bathroom with a nice kitchen full condo in the beautiful Shorewalk community. Within very short walking distance to movies, groceries ,shopping and dining This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

4.97 out of 5 average rating, 329 reviews

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

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A space thats all yours, with room for everyone

Popular amenities for Holmes Beach beachfront rentals

Free parking on premises

Air conditioning

Beachfront home rentals with a pool

A serene view of a sandy beach meets calm turquoise waters under a clear blue sky. Gentle waves lap at the shore, with soft grasses framing the sandy area, creating a peaceful and inviting atmosphere.

Townhouse in Holmes Beach

4.88 out of 5 average rating, 16 reviews

Miles of Sandy Island Beach

A screened balcony provides an unobstructed view of the Gulf of Mexico, showcasing vibrant turquoise waters and a sandy beach. Lush greenery borders the foreground, enhancing the serene coastal landscape under a clear blue sky.

Condo in Longboat Key

4.83 out of 5 average rating, 36 reviews

3 BR Condo On Longboat Key Beach and Waterfront

A private screened-in pool area features a rectangular pool with an attached hot tub. Surrounding the pool, four lounge chairs in bright colors provide options for relaxation, while tropical plants fill the background, enhancing the enclosed atmosphere.

Home in Longboat Key

4.89 out of 5 average rating, 9 reviews

Beautiful Island Beach House

The home's exterior is softly illuminated by warm lights, highlighting the paved driveway and tropical landscaping. Tall palm trees and lush greenery surround the entrance, creating a serene atmosphere. The modern roof adds a contemporary touch, enhancing the inviting appearance of the property.

Home in Longboat Key

4.88 out of 5 average rating, 130 reviews

Summer House longboat key

A wooden walkway leads from a palm tree-lined entrance to a sandy beach. The ocean is visible in the background, showcasing rolling waves under a clear blue sky. Gentle sunlight illuminates the natural landscape, highlighting the serene environment.

Condo in Bradenton Beach

4.91 out of 5 average rating, 34 reviews

Sandcastle Dreams

A three-story building features multiple glass doors and balconies. A heated pool is situated at the front, surrounded by lounge chairs. The exterior showcases a warm color palette with palm trees visible in the background against a clear blue sky.

Condo in Bradenton Beach

4.89 out of 5 average rating, 47 reviews

Gorgeous Gulf Views - Beachfront 2BR/2B Condo

Top guest favorite

The view features a crystal-clear swimming pool framed by tropical landscaping and palm trees. The ocean is visible in the background, beyond the pool area, with beach chairs positioned around the pool for relaxation.

Condo in Holmes Beach

5 out of 5 average rating, 8 reviews

Gulf Place ~ Anna Maria Island, Beach, Pool, Tenni

A large heated outdoor pool is surrounded by lounge chairs, offering ample space for relaxation. The pool area is framed by palm trees, with a view of the condominium building and parked cars in the background, creating a welcoming environment.

Condo in Siesta Key

4.94 out of 5 average rating, 111 reviews

Siesta Key Beach Front Condo

Pet-friendly beachfront home rentals

Top guest favorite

The duplex features a light blue exterior with a welcoming porch adorned with yellow and blue chairs. Lush palm trees and vibrant landscaping enhance the outdoor space, while a clear blue sky adds brightness to the scene. Graveled parking is visible in front of the unit.

Home in Anna Maria

4.95 out of 5 average rating, 93 reviews

Do you love the beach?

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.

Condo in Indian Shores

4.8 out of 5 average rating, 92 reviews

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

Home in Indian Rocks Beach

4.93 out of 5 average rating, 29 reviews

Indian Rocks Retreat | Panoramic Ocean-View Deck

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

Condo in Clearwater Beach

4.9 out of 5 average rating, 382 reviews

Amazing views on beachfront

The two-story condo building features a light-colored exterior, spacious balconies, and palm trees lining the entrance. The proximity to the sandy beach and vibrant blue Gulf water is visible in the background, showcasing a serene coastal atmosphere.

Townhouse in Indian Rocks Beach

4.96 out of 5 average rating, 120 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

A balcony view captures the sandy beach and turquoise waters, framed by lush greenery below. A few individuals can be seen enjoying the coastline, with palm trees providing shade. The clear blue sky complements the inviting seaside atmosphere.

Apartment in Indian Shores

4.92 out of 5 average rating, 155 reviews

Surfside Villas - Apartment B

Top guest favorite

An aerial view captures the serene coastal landscape, showcasing the transition between lush mangroves and the open water. The vibrant blue sky contrasts with the tranquil bay, while residential structures line the waterfront, providing a picturesque retreat by the beach.

Townhouse in Indian Shores

4.97 out of 5 average rating, 156 reviews

Townhome | Walk to Beach | Heated Pool | Elevator

A modern, multi-story building is captured against a clear blue sky. The architecture features balconies on each floor, with palm trees and landscaping visible in the foreground. A glimpse of the Gulf of Mexico can be seen in the distance, enhancing the coastal setting.

Condo in Treasure Island

5 out of 5 average rating, 5 reviews

Stunning Beach View: 2BR Condo with Pool

Private beachfront home rentals

A beachside area is shown with several white chaise lounges arranged on the sandy surface, facing the ocean. Gentle waves can be seen lapping at the shore under a clear blue sky, accentuated by wispy clouds and coastal grasses in the foreground.

Condo in Bradenton Beach

4.69 out of 5 average rating, 13 reviews

ON THE BEACH Condo, SPA -1 bd/1 ba. Trolley!

Top guest favorite

A serene ocean view captures the sun setting on the horizon, casting warm orange and gold hues across the sky. Gentle waves break on the shore, creating a foamy shoreline. The tranquil scene highlights the beauty of nature at dusk.

Condo in Redington Shores

5 out of 5 average rating, 12 reviews

Beachfront Condo with Stunning Sunset Views

An aerial view of the coastline reveals sandy beaches and a vibrant waterfront community. The Marina and several shops and restaurants along Bridge Street are visible, bordered by beautiful green waters. The road runs adjacent to the beach, providing easy access to nearby attractions.

Condo in Bradenton Beach

5 out of 5 average rating, 3 reviews

Cheerful Oasis on Anna Maria Island

A dining area features a wooden table set for six with simple dishware. Surrounding the table, woven chairs offer a natural touch. A stone fireplace serves as a focal point, complemented by soft lighting and colorful artwork adorning the walls. An inviting living space is visible in the background.

Home in Indian Rocks Beach

5 out of 5 average rating, 5 reviews

Oceanfront Boho Bungalow Breeze

A serene view of the Gulf of Mexico showcases soft turquoise waters meeting the sandy shore. Palm trees frame the scene, adding a tropical feel. The horizon features gentle waves, while a few individuals can be seen enjoying the water in the distance.

Apartment in Anna Maria

4.83 out of 5 average rating, 72 reviews

Paradise on the beach! Upper level.

The exterior view presents a tranquil beachside setting, with palm trees lining the path. Two distinct buildings, one modern and the other a vibrant red, are visible against a clear blue sky, with the beach just steps away at the end of the street.

Cottage in Anna Maria

4.97 out of 5 average rating, 65 reviews

MorSea Cottage: A Beachside Oasis

Top guest favorite

A panoramic view of the Gulf of Mexico is visible, showcasing a sandy beach meeting turquoise waters under a bright sky. The expansive shoreline is bordered by palm trees, with sunbeds arranged along the beach, creating a serene atmosphere.

Condo in Longboat Key

5 out of 5 average rating, 11 reviews

Perfect Beach View Large 2 bedroom

A thatched-roof pavilion with a picnic table is set by the poolside, offering a shaded spot for gatherings. The shimmering pool reflects clear blue skies, and the beach is visible in the background, framed by lush greenery and swaying grasses.

Apartment in Belleair Beach

5 out of 5 average rating, 22 reviews

NEW Beachfront Oasis with Beach & Pool

Quick stats about beachfront rentals in Holmes Beach

Total rentals
200 properties
Nightly prices starting at
€ 79 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
170 properties have a pool

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