
Beach house holiday rentals in Holmes Beach
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Top-rated beach house rentals in Holmes Beach
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Walk 2 blocks to Beach + Private Pool + King Beds!
☀️Welcome to Bayberry Beach Cottage A on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a heated private pool, fenced backyard, outdoor games, & grill, it’s the perfect spot for fun-filled days and relaxing nights! 🌴This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. 📍You’re just a 2-minute walk to Salt, a trendy restaurant and craft cocktail bar with live music. More local favorites and beach bars are nearby, & lively Bridge Street is only 1 mile away

True beach front home - 3 beds/2 bath, heated pool
This lovely 3 bedroom 2 bathroom home is situated on one of the most beautiful beaches imaginable; nestled among the sea oats leading out onto the white sand beaches and crystal clear waters this area is so famous for. As you cross the bridges and gaze at the glittering turquoise water fringed by swaying palms you will quickly realize that you have stepped back into old Florida – a slice of paradise that transports you back to a time when the pace of life was slower, gentler and more carefree.

Beautiful ground level with heated pool!
Escape to this cozy cottage on Holmes Beach, just a block from the beautiful shoreline! Perfect for families or couples, this inviting retreat features a comfortable living space and a fully equipped kitchen. Step outside to your private pool, perfect for cooling off after a day at the beach. Enjoy the tropical landscaping and outdoor seating area for relaxation. With the beach so close, you can easily indulge in sunbathing, swimming, and seaside strolls. Experience the charm of island living!

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

New Waterfront Stay • Sauna, Pool & Gym
Escape to a luxury waterfront haven on Anna Maria Island. This elegant retreat blends modern luxury with coastal charm, featuring a canal view with a private boat slip, a heated pool, hot tub, sauna, Gym and private mini-golf. This 4BR/4BA offers two primary bedrooms with ensuite bathrooms. Cook in the fully equipped kitchen or dine al fresco in the outdoor dining area. Just moments from beaches, shops, and dining, this pet-friendly oasis invites pure relaxation and unforgettable memories.

Gulf Front! Beach Sunsets+ Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Luxury 3 Bedroom Beach Home with Game Room!
The perfect beach home DOES exist! Perfectly positioned 2 blocks away from direct beach access, kick up your feet & relax in our cozy 3 bedroom + 2.5 bathrooms with a killer garage space turned game room! While you’re not soaking up the sun on the beach, hang out downstairs and battle it out between air hockey, foosball, giant Jenga & Connect 4 and board games such as Cards Against Humanity. You'll feel right at home in our newly renovated & professionally decorated vacation home!

High-end Beach heaven, Sleeps 10, 3 private decks
Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!
Relax & un wind in this stylish 1BR, beachfront Siesta Key duplex. Just steps from the sparkling Gulf Coast beaches, this private getaway features colorful interiors, a cozy bedroom, open-plan living & a backyard oasis with a private pool, hot tub & BBQ. Perfect for families, couples, or small groups seeking sun, fun & unforgettable memories. Book now for your dream beach escape! <b>☀ Private Pool ☀ Hot Tub</b> ☀ Steps To Beach ☀ Life-Size Connect 4 ☀ BBQ Gril

Newly Reno Cozy 1BR w/ Pool - Walk to Gated Beach
Newly renovated gated beach access apartment with a pool. This is a one bedroom and one bath apartment that makes up one unit in a quadplex. It is on a very quiet private road that leads to a gated beach access way that only residents on this street have access too. The house was completely redone and has all new furniture, sheets, pillows, towels, etc. The pool area was just upgraded with new pool/deck furniture.

Siesta Beach home w/ private access, walk to town!
Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, 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 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

The Pink House - Short Walk to the Beach
Welcome to The Pink House, a charming renovated island cottage on Anna Maria Island blending classic Florida style with modern comfort. This 4-bedroom, 4-bath home sleeps 8 and features three king suites with private baths plus a fun bunk room. Enjoy an open-concept living space, fully equipped kitchen, and unbeatable location just steps from white-sand beaches and popular local restaurants
Popular amenities for Holmes Beach beach house rentals
Beach house rentals with a pool

Pool is Open - Beach Cottage 1505, Gulf View 3BR

𖤓Beach Getaway: Pool & Steps to the Shore𖤓

Location! Duo Beachcondo Paradise! Sleeps 14

Dream Home Gulf- Intercoastal Views, Water Access

Vista Mar - a beachfront home in Redington Beach

FL Luxury Beach House - steps to the beach

Coastal Breeze | NEW Saltwater Pool + Game Room

Modern Lido Key Studio Steps to Beach and Kayaking
Private beach house rentals

Relax at Bryant's Beach Bungalow!

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

New Listing! 4BR + Beach View + Heated pool!

Fins to the Right: On the Gulf of Mexico! Beach!

Beachfront Bungalow w/ Pool & Hot Tub in IRB

NEW Close to beach, private pool, bikes & more!

"Joe's Beach House" 5 Min walk to IRB!

Sunsets on the Sand
Pet-friendly beach house rentals

Lux Madeira Beachfront Home

Charming Pet Friendly Beach Front Cottage with Uno

♥Listen to the Ocean in this New Beachfront Condo♥

Do you love the beach?

Apollo Beach Hot Tub House, Solar Heated Pool

Bright & Spacious Beach Retreat Sleeps 7

Sunshine Beach Bungalow That Is a Unique Treasure

Sandy Shores | Steps to Beach • Pet Friendly
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
- Englewood Beach
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