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

Waterfront Townhome w/Game Room & Boat Slip! Walk
PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

Stunning Veranda View Inlet Cruzin & Bring A Boat!
$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Experience unbeatable value. Modern luxury waterfront condo in Clearwater Beach! Huge balcony overlooking intracoastal and pool, as well as a comfortable and cozy interior. Enjoy a 40’x16’ boat slip (fee applies), pool & spa, and a short walk to 2 miles of white sand. Perfect for families or friends seeking relaxation and coastal adventure, with perfect proximity to restaurants, nightlife and beaches

Condo On The Beach - Heated Pool - Self Check-in
We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurricane. Book with confidence and enjoy your Florida getaway! No hidden fees or complicated checkout instructions. ☞ Beachfront Property with Beach access ☞ Free Parking ☞ Heated Pool ☞ AC ☞ Self-check-in Essentials (linen, towels, toiletries) are provided at the start of your stay. We recommend getting more supplies for more extended stays. 3200 Gulf Blvd, Belleair Beach

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

Waterfront Modern Chic #1 Clearwater Beach
This prime location is on the bay just steps away from the beach and the main strip offering a complete home experience. This spacious apartment is equipped with a full kitchen, washer/dryer, two full bathrooms, a large family room, dining area, access to the pool and two assigned parking spaces. A split floor plan ensures privacy, accommodating guests on either side of the apartment. The private patio overlooks the bay, offering stunning views of the sunrise and the occasional dolphin.

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

True beachfront property! 3 ocean view decks!
Welcome to "Beach Blues" where you'll only have the "Blues" when you are leaving! Newly renovated decks and beach level travertine patio allows you full ocean view from 3 levels and direct beach access in one step! Professionally and comfortably decorated inside too! No more lugging your beach items as we provide chairs, umbrella, sand toys, and beach towels. Perfectly located close to restaurants, groceries and activities. Few miles from Clearwater, Dunedin and the new St Pete Pier.

Gulf-View 2BR/2BA Beach Condo!
This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

2 King Suites • Waterfront • Walk to Beach
Escape to Dock of the Bay! ✅ Two KING suites + sofa bed ✅ 5-minute walk to beach ✅ Waterfront views ✅ Full kitchen ✅ Heated pool & sun deck ✅ Beach gear & wagon ✅ Free parking! 🎵 Welcome to Dock of the Bay, a Clearwater Beach escape where each day starts with a fresh vibe. With bayfront views echoing “sittin’ on the dock of the bay…”, this serene spot is ideal for couples and families in a walkable location near the beach, Pier 60, shops, restaurants, and activities.

Villa Al Golfo Pristine Waterfront Oasis
Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam king bed & secured safe.

Quiet Beachfront Bungalow on Florida’s Gulf Coast
Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!
Popular amenities for waterfront rentals in Sand Key
Waterfront apartment rentals

Complete Renovation-everything new! Amazing views

Relaxing waterfront retreat

Anchors UP #1, WALK to Beach, 1 bed/1 bath apt.

20 Steps To The Beach | Private 1BR Unit On Beach

Walk to the Beach & Free Paddle Boards+ King Bed

Popular Beachside Studio w Relaxing Patio & Palms!

Barefoot Beach Resort Indian Shores

Waterfront, Coastal Escape #5, 1 Queen Bed
Waterfront house rentals

Stars by the Sea - Cozy home close to beaches

Ocean Sunsets & Downtown Biking Trails

Amazing water front view home newly renovated

Sparkling Modern Pool Home with Guest Bungalow!

Ocean Dreaming: Waterfront Home with Heated Pool,

Piece of paradise in Indian Rocks Beach.

Stunning views! Spot dolphins from the pool!

NEW Heated Salt Pool & Spa on Waterfront Canal
Waterfront apartment rentals

Waterfront, Harbourside, Water Park, Beach, #2220

Relax in a Newly Renovated Beach Front Paradise

Sun Haven~Remodeled~Waterfront~Walk to Beach

Beachfront Steps to Sand - New Remodeled Bathroom

2 Blocks To Beach: Walk to Restaurants & Bars-2BR

Waterfront Clearwater Beach #16| Pool | Parking

Indian Shores Gulf Front Rental

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
When is the best time to visit Sand Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $273 SGD | $331 SGD | $330 SGD | $322 SGD | $283 SGD | $278 SGD | $274 SGD | $247 SGD | $247 SGD | $247 SGD | $253 SGD | $273 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 waterfront rentals in Sand Key

Total holiday rentals
Explore 90 holiday rentals in Sand Key

Nightly prices starting at
Sand Key holiday rentals start at $142 SGD per night before taxes and fees

Verified guest reviews
Over 420 verified reviews to help you choose

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

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Sand Key holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sand Key rentals

4.8 Average rating
Sand Key stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a patio Sand Key
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- Rentals with beach access Sand Key
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- Rentals with a hot tub Sand Key
- Rentals with a washing machine and dryer Sand Key
- Beachfront rentals Sand Key
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