
Beach house holiday rentals in Casey Key
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Top-rated beach house rentals in Casey Key
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Gulf Front Escape + Beach Access
"🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

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

Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!
Unwind in this spacious 4BR/2BA Siesta Key getaway, set on a quiet street steps from gated, private beach entry. Enjoy a resort-style shared pool when you're not at the shore, then head out to Siesta Key Village restaurants, shops, and the island's top attractions. ✔ 4 Bedrooms (Sleeps 10) ✔ Private Beach Access ✔ Open Design Living ✔ Renovated Chef's Kitchen ✔ Private Patio & Shared Outdoors (Pool, BBQ, Games, Fire Pit, Lounges) ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking Learn more below!

Gulf Front! Beach Views!+ 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.

Island Beachfront Cottage. Secluded! Lux! Extras!
Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

"Lost Loon" Oceanfront Cottage by Roxy Rentals
Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!
Stay at a vibrant 2BR beachfront duplex in the heart of Siesta Key—just steps from the sand, dining and local attractions. This colorful retreat blends modern comfort with fun outdoor living, featuring a private cabana with hot tub and a shared pool. Perfect for couples, families and beach lovers. ☀ Shared pool ☀ Steps to the beach ☀ Pet-friendly ☀ BBQ area ☀ Private hot tub ☀ Pets allowed ☀ Wifi & Free parking Your perfect seaside escape awaits!

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.

Ocean Views - Spacious Unit, Bonus Loft & Hot Tub
Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations, and top-notch amenities, this is the perfect escape for families, friends, and couples seeking a memorable AMI getaway.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

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!

Beachfront Getaway in Siesta Key
Beachfront complex, this gorgeous home boasts all the luxury you’d expect from a beach house! Beachfront BBQ grills, cabana with lounge chairs,heated swimming pool, Wi-Fi & parking. For your convenience, there are restaurants, grocery store, pharmacy, 24 hours 7-Eleven, bike and Kayak rentals just across the street. A little piece of paradise!
Popular amenities for Casey Key beach house rentals
Beach house rentals with a pool

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

Comfort in a Beachside Haven - Aloha Kai #17

4BR-3BA w/ Saltwater Pool | Near Gulf & Braves

Seaside Beach House 105 · End Unit · 180° Lanai ·

#6/7) 30 Seconds To Beach Path! Bikes/Kayaks/Sups!

Shoreview Bay House

Payton's Place | Private Heated Saltwater Pool/Spa

Manasota Key 4 Bedroom Pool Home on Lemon Bay
Private beach house rentals

BG Beach House North Unit-Great Price & Location

NEW! w/ Pool - The Pearl Unit 2 on AMI

The Pink House - Short Walk to the Beach

Do you love the beach?

#1 House in #1 Location on LGI

Turtle Nest Retreat - Manasota Key (upper unit)

Enjoy Magical sunsets- only steps from the Gulf

Salty Mermaid on Little Gasparilla Island/LGI
Pet-friendly beach house rentals

Zen Oasis Private Island Home 2nd Row on the Beach

Serendipity |Hot Tub | Golf Cart | Elevator | Pet

Venice, Near the Water

NEW! Holiday House | Steps to Siesta Beach

April May Specials, Private Beachfront, Dogs yes

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

New! Gulf Views • Rooftop • Bridge St • Game Room!

Beautiful ground level home with heated pool!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- John's Pass
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Anna Maria Island Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Tiny House Siesta
- Cortez Beach
- Jannus Live
- St Pete Beach
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Englewood Beach
- The Don CeSar
- Lakewood National Golf Club
- Tropicana Field




