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House vacation rentals in Holmes Beach

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Top-rated house rentals in Holmes Beach

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Home in Holmes Beach

4.87 out of 5 average rating, 103 reviews

New Golf cart + 4bd/3b w pool/2100 sq ft home

Urban Oasis is a privately owned 2100 sq ft 4 bd, 3 bth on Anna Maria Island. 4 minute walk on a quiet residential street to walk to the beach.This home features grey blue hues, coastal furniture, driftwood accents, themed rooms and designer accents. A brand new 2024 6 str golf cart is included in your rental as well as a premium linen service including all towels and linens. Urban Oasis is truly a turnkey Vacation Rental! We also have a second property, Urban Oasis Too, if you like our style!

Home in Bradenton

4.97 out of 5 average rating, 110 reviews

WOW-King Bed w/86° Pool, Turf Golf green, Beaches

Location!! Have fun with the whole family at this stylish home. Just minutes to Anna Maria Island beaches. This incredible newly built home sets the highest standards of luxury living. It’s the ideal retreat with its expansive views of the outdoors from the moment you enter. Open concept with large French doors throughout the home creates the perfect indoor-outdoor lifestyle. Spend the day lounging by the heated pool with a cold drink in your hand. Fun turf yard area with games and putting green

Home in Holmes Beach

4.99 out of 5 average rating, 155 reviews

Captain's Quarters at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love my place because of the high ceilings, the location, and the ambiance. It is located in the lush tropical paradise of Spinnakers Vacation Cottages. With a large living room, dining area and large master suite, it is perfect for couples, families (with kids), and furry friends (dogs, with a small pet fee). Spa maintains same temperature as pool. Captains Quarters also has Private patio!

Home in Holmes Beach

4.95 out of 5 average rating, 173 reviews

Sea AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Home in Holmes Beach

4.97 out of 5 average rating, 128 reviews

Twin Palms: Big House Steps to Beach w/Lush Pool

Twin Palms is home to NY Times best-selling food writer and chef and her tech husband. Infant/kid/pet-friendly (to 35 lbs) in a great location 5 min. walk to the beach. Private lagoon-style *heated* pool amid lush landscaping with gorgeous rock waterfall. Fully updated kitchen, 60-inch Sony HDTV, 55'' Samsung Frame TV, Italian leather reclining sofas, BBQ, beach gear, updated bathrooms, three king bedrooms. Classic Florida one-level home - no stairs. Managed directly by owners. No crazy fees!

Home in Bradenton

4.9 out of 5 average rating, 42 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!

Home in Bradenton Beach

4.97 out of 5 average rating, 159 reviews

Welcoming Back Guest: Jan 1, 2025!

Less than a 2 minute WALK from the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. With large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with a bathroom on opposite ends of the house (a pocket door adds privacy). Private heated salt water pool sits amidst the lush tropical yard. Hop on the free A/C'ed trolley and explore Florida's gorgeous Anna Maria Island.

Home in Anna Maria

4.78 out of 5 average rating, 188 reviews

Charming Beach house amongst huge Banyon Trees

Charming bright beach house set amongst grand Banyan trees on tip of Anna Maria. 3 min's stroll over a small fishing bridge to historic Pine Ave w/ quaint eateries and shops. Huge fenced yard voted "A Tropical Paradise" Porch sits among huge banyan trees with native birds. 7 min’s walk to bay front beach or rod and reel pier for fresh meals, cocktails, fishing w/ equip & bait supplied, from there stroll along The beach to "Bean Point" voted 1 of the most beautiful beaches in the world.

Home in Holmes Beach

5 out of 5 average rating, 37 reviews

Couple’s Seatreat Summer Rate Specials

Take a break and unwind with your loved one at this newly renovated, cozy retreat. You’ll have everything you need here. You are only steps away from the fine, white sand of the Gulf of Mexico. You are walking distance to several restaurants, bars and shops. Yet, you are in a quiet residential neighborhood. Enjoy a glass of wine under the stars with a fire going on the back porch. Or dine in on fresh fish from the backyard grill. You’ll return refreshed from our beautiful island.

Home in Anna Maria

4.99 out of 5 average rating, 102 reviews

1 block to Beach on Pine Ave! Private Heated Pool

Sat-Sat rentals, usually... Our 3 bedroom, 2 bath townhouse, with a private heated-pool oasis, is on Pine Ave in the heart of Anna Maria - 1 ½ blocks from the best white sand beach on the island - 3 blocks in the other direction to the bay - from sunrise at the City Pier to Sunset on the Gulf of Mexico. Walk or ride a bike to all the quaint stores, shopping and restaurants (plus the local doughnut, taco shop and Northshore Cafe next door) without ever getting in your car!

Home in Bradenton Beach

4.82 out of 5 average rating, 133 reviews

50 Steps to Beach Villa Hot Tub 1bd modern cottage

Luxury Beach Cottage w/ HOT TUB, Fire Pit & BBQ. 1 bed/2bath sleeps 4 This is your chance to enjoy a unique getaway on the nicest beach! Stay in our newly remodeled beach cottage. White sandy beach & turquoise water is literally 50 ft from the door. Everything you need for a delightful & relaxing day at the beach is included. Chairs, beach towels, umbrella, snorkels, masks & a cooler. Enjoy the convenience of this premium location across Gulf blvd to Beach.

Home in Bradenton

4.91 out of 5 average rating, 287 reviews

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Holmes Beach house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Anna Maria

4.9 out of 5 average rating, 50 reviews

Island in the Sun

Home in Holmes Beach

4.8 out of 5 average rating, 70 reviews

Private pool, only two blocks .3 miles from beach!

Home in Holmes Beach

4.93 out of 5 average rating, 14 reviews

Sweet Sea Life - just a short walk to the beach

Home in Bradenton Beach

5 out of 5 average rating, 44 reviews

AMI*Steps to the beach-Modern luxury POOL SPA

Home in Holmes Beach

4.8 out of 5 average rating, 44 reviews

Anna Maria Oasis | large home 5 houses from beach

Home in Holmes Beach

4.88 out of 5 average rating, 8 reviews

Charming 2Bdrm Coastal Cottage 3 min from Beach!

Home in Holmes Beach

4.84 out of 5 average rating, 37 reviews

Cozy beach house with pool - 1 block from beach!

Home in Holmes Beach

4.94 out of 5 average rating, 65 reviews

Happy Island Cottage - Private Pool

Weekly house rentals

Home in Bradenton Beach

5 out of 5 average rating, 45 reviews

Beach front! Trolley/Sunsets/Pier/Restaurants!

Home in Holmes Beach

4.95 out of 5 average rating, 20 reviews

Anna Maria Island FL, 1 Block to Beach!

Home in Holmes Beach

4.93 out of 5 average rating, 14 reviews

Anna Maria Island Cozy Cottage

Home in Holmes Beach

5 out of 5 average rating, 7 reviews

Turtle Cove: No Storm Damage! Pool Open!

Home in Holmes Beach

5 out of 5 average rating, 15 reviews

Villa Mar- 2BD Waterfront Home in Holmes Beach, FL

Home in Holmes Beach

4.81 out of 5 average rating, 37 reviews

Welcome to our historic Florida beach HOME

Home in Anna Maria

5 out of 5 average rating, 22 reviews

Anna Maria Beach House

Home in Holmes Beach

5 out of 5 average rating, 10 reviews

Breezes Beach House

Private house rentals

Home in Longboat Key

4.96 out of 5 average rating, 70 reviews

Beautiful Beach House

Home in Holmes Beach

4.86 out of 5 average rating, 97 reviews

B100 step to the sugar sand gulf front view & pool

Home in Holmes Beach

4.9 out of 5 average rating, 58 reviews

TOES IN THE SAND!

Home in Anna Maria

5 out of 5 average rating, 22 reviews

༄ Sunset Shore on Anna Maria Island ༄

Home in Holmes Beach

4.98 out of 5 average rating, 45 reviews

D's Hideaway

Home in Holmes Beach

5 out of 5 average rating, 8 reviews

Modern Anna Maria Cottage-3 blocks from the beach

Home in Holmes Beach

4.89 out of 5 average rating, 57 reviews

Sea Glass Cottage

Home in Holmes Beach

4.98 out of 5 average rating, 51 reviews

Tropical retreat near beach, with pool spa access

Quick stats about house rentals in Holmes Beach

Total rentals
790 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
7.3K reviews
Family-friendly rentals
750 properties are a good fit for families
Pet-friendly rentals
300 properties allow pets
Rentals with a pool
660 properties have a pool

Destinations to explore