
Holiday rentals in Sand Key
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Top-rated holiday rentals in Sand Key
Guests agree: these stays are highly rated for location, cleanliness and more.

Beach in 90 Seconds | Hot Tub, Coffee Bar, Games
Newly renovated Gulf-side duplex featuring 2 bedrooms and 2 bathrooms, just a minute’s walk across the street to the white-sand shores of Indian Rocks Beach Enjoy everything you need for a perfect beach day—chairs, toys, frisbee, life jackets, floaties, and more Inside, enjoy a beverage and coffee bar with coffee included, PS4, and a variety of indoor and outdoor games for nonstop fun Come back and unwind in an incredible outdoor entertainment space featuring a hot tub, fire pit, golf putti

Cozy coastal grandmother condo, walk to the beach!
Bright, stylish and quaint. Newly remodeled and furnished to make you feel like you're at your own beach home. Grab your provided beach chair and towel for your short jaunt down to the beach(a football field away) and take a deep breath; let the endless views, waves crashing and sand between your toes take you away. The well appointed kitchen can be used to simply make coffee or a full dinner. Don't feel like cooking? No problem! Indian Rocks Beach offers local coffee, lunch and dinner spots!

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

CBC 2-10C - Beachfront-Pool-Hot Tub-Gym-Tennis!
💎Escape to your dream getaway in Sand Key, where stunning views of the Gulf of America await! This beautifully decorated 1-bedroom, 2-bath coastal condo offers the ultimate beachside vacation experience. Step inside and be greeted by a bright, airy space, featuring a spacious living room with a plush leather sofa bed and a smart TV for relaxing nights in. Slide open the doors to your private balcony, where you can sip your morning coffee while soaking in the sweeping views of the Gulf.

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Luxury Beach Cottage | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes IRB! Welcome to Coco, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf of Mexico beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

Beach Across the St | No Stairs |Parking in Front!
Just 150 feet from the beach, this renovated 1 bedroom, 1 bath condo is the perfect coastal escape. Simply walk across the street to the beach, or explore several restaurants just a short stroll away. Enjoy parking directly in front of the unit and easy ground level access with no stairs. Inside, you’ll find a comfortable, welcoming space to relax after a day in the sun. Ideal for couples or solo travellers looking for convenience, comfort and an unbeatable beach location.

3 Bedroom Waterfront Paradise Sleeps 8
Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Amazing water front view home newly renovated
Don't miss the amazing waterfront sunset from the deck. This 1900 sq ft newly renovated,3 bdrm 2 bth home is 10 minutes walk to the beach or park at the beach parking. Sleeps 10, 1 king bd, 2 queen bds, 2 queen pull outs, 6 parking spaces, large deck, dock available for guests, patio furniture, gas grill, much more. Close to shopping, restaurants, and entertainment. Fly in through Tampa international airport and Saint Petersburg airport. Business tax BT# 1701

Ocean View Beach Condo, Clearwater
Welcome to your own magnificent beachfront oasis at Lighthouse Towers, nestled on the pristine shores of Sand Key Beach in beautiful Clearwater. This updated 2-bedroom, 2-bathroom condo on the 9th floor offers a rare blend of breathtaking Gulf of Mexico views and tranquil Intracoastal vistas, creating an idyllic retreat for both full-time residency and lucrative short-term rentals. Step into this spacious residence and be captivated by the panoramic view

Your private Waterfront Pool home!
Heated pool option added January 2026!! Waterfront property, perfect getaway for quiet relaxation or family fun. Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with waterfront oasis all to yourself. Just step out the front door and walk 3 blocks to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about this host, our area, our style. BTR#1734 VRR#0422

Private Ocean View Beach Retreat with Balcony
Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...
Popular amenities for Sand Key holiday rentals
Stay near Sand Key's top sights
Other great holiday rentals in Sand Key

Beachy Keen Cottage A only steps to the Beach

Ocean Way 204 Beach Front

Home sweet home at the beach.

4-Min Walk to Beach | King Suite | Kid-Friendly

Oceanfront Boho Bungalow Breeze

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Magnificent Beachfront Condo on Sand Key

Waterfront Beach House Steps Away from #1 Beach!
When is the best time to visit Sand Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 SGD | $311 SGD | $346 SGD | $301 SGD | $279 SGD | $273 SGD | $270 SGD | $245 SGD | $254 SGD | $296 SGD | $306 SGD | $317 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals in Sand Key

Total holiday rentals
Explore 130 holiday rentals in Sand Key

Nightly prices starting at
Sand Key holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
130 of Sand Key holiday rentals include wifi access

Popular amenities for guests
Guests love Beachfront, Gym and BBQ grill across Sand Key rentals

4.9 Average rating
Sand Key stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Flat rentals Sand Key
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- Apartment rentals Sand Key
- Beachfront rentals Sand Key
- Waterfront rentals Sand Key
- Rentals with a patio Sand Key
- Rentals with a washing machine and dryer Sand Key
- Rentals with pools Sand Key
- Rentals with beach access Sand Key
- Rentals with outdoor seating Sand Key
- Family-friendly rentals Sand Key
- Rentals with a sauna Sand Key
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- Rentals with a hot tub Sand Key
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Tropicana Field
- University of South Florida





