
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.

Gulf front best sunset views, 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

Carissa A | Beachside Retreat | Golf Cart | Pool
Welcome to Carissa Loft A, your completely private half of a beachside duplex on AMI! The duplex is designed back-to-back, meaning you have your own private indoor/outdoor spaces, entrance & pool-No shared amenities! Loft A includes: 1pm CHECK IN, 3 beds, 2 baths, full kitchen, 2 living spaces, balcony, heated/cooled cocktail pool & 6 person golf cart included w/stay! Ideal for up to 6 guests. Need more space? You can book both sides for larger groups while still enjoying separate living areas.

Beautiful ground level home with heated pool!
Discover your perfect getaway at this charming vacation rental in Holmes Beach, Florida. Nestled just a short walk from the pristine sandy shores, this bright and airy home features a spacious open floor plan ideal for family gatherings. Enjoy the sun in your private pool or relax on the patio surrounded by lush landscaping. The fully equipped kitchen makes meal prep a breeze, while nearby restaurants and shops offer local flavor. Experience the ultimate beach retreat in this coastal paradise!

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 share heated pool

Summer House longboat key
Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Sandy Toes & Sun Kissed Nose!
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...!

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer 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

Beachfront Paradise! Ground level with Heated pool
Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away.

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!
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!

Waterfront Pool Home Steps to Beach
Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!
Popular amenities for Holmes Beach beachfront rentals
Beachfront home rentals with a pool

SAVE7/11 $250/nt! 8/23 $498/nt Pool~Steps to beach

On the Beach; Siesta Key SunBum Studio

Longboat Key-OCEAN FRONT- on the beach

New! Heated Pool • Shopping • Pine Ave • Beaches!

Sunset and beach view from your balcony Unit 403

Coastal 2BDRM Townhouse 100 Steps to Beach!

Tranquil Bay: Waterfront Home w/ Heated Pool

Walk 2 blocks to Beach + Private Pool + King Beds!
Beachfront home rentals with a hot tub

COASTAL CHIC! Luxury Apartment with Oceanviews

Beachfront balcony view heated pool hot tub

Gulf Strand Beach Resort

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Toes in the Sand Beachfront penthouse condo

Tropical Beachfront Penthouse-Beach Cottages

2/2 Newly remodeled Beach Front - Sunset Vistas

𖤓Updated Stilt home: just steps to the beach!𖤓
Pet-friendly beachfront home rentals

Sunny PaG Island rental w/bikes-just steps2beach

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

Quiet Beachfront Bungalow on Florida’s Gulf Coast

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Do you love the beach?

Waterfront w/ Dock + Mini Golf | Pool, Spa, Sauna

Beautiful Beachfront Cottage on the Water

Casa de B.O.B ... Best on Beach
When is the best time to visit Holmes Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R5,213 ZAR | R7,218 ZAR | R9,390 ZAR | R6,867 ZAR | R5,296 ZAR | R5,179 ZAR | R5,864 ZAR | R4,845 ZAR | R4,545 ZAR | R4,511 ZAR | R5,012 ZAR | R5,213 ZAR |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about beachfront rentals in Holmes Beach

Total vacation rentals
Explore 140 vacation rentals in Holmes Beach

Nightly prices starting at
Holmes Beach vacation rentals start at R2,840 ZAR per night before taxes and fees

Verified guest reviews
Over 2,150 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
140 of Holmes Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Holmes Beach rentals

4.8 Average rating
Holmes Beach stays are highly rated by guests—averaging 4.8 out of 5!
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- Anna Maria Island
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- Raymond James Stadium
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- Busch Gardens Tampa Bay
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