
Vacation rentals with a kayak near Crescent Beach
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals near Crescent Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

Private Island Old FL Waterfront Heaven on Earth
Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool
Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Luxury 3B/3B waterfront home w/ pool + boat access
Escape to this luxurious 3BR/3BA Sarasota sanctuary! 5 minutes from Siesta Key, this Mid-Century Modern gem sits on a canal with direct Bay access (no bridges). Dive into the private pool & spa, lounge on the 1,000 sq ft porch, or relax inside on cozy furnishings. Includes a private dock, kayak/SUP/canoe, bikes, and a massive driveway for boat trailers. From the hanging bed swing to the gourmet kitchen, every detail is designed for your dream waterfront getaway. Your Florida paradise awaits!

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

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard, sun loungers, gas-grills, laundry facilities, kayaks & a private dock on Heron Lagoon. The Dolphin Bungalow's one bedroom space; connects a welcoming living room, full-kitchen, and a private backyard patio. A king bed, two HDTVs and a full bathroom will further enhance your overall experience. Fully stocked with linens, care essentials, eating & cooking utensils. A queen sofa bed in the living room, allows for a capacity of three.

@Shellmateisland |tiny home| island| bikes| kayaks
⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
Whisk your favorite person away to BayDreaming! Retreat to this quiet 1BR/1.5BA condo, just an 8‑minute walk from Turtle Beach. Perfect for couples, it offers a private deck with canal and Gulf views, a heated pool for sunset swims, two supyaks, and a plush king bed for cozy nights. Enjoy garage parking, beach gear, and a peaceful community. Whether you’re here to relax or reconnect, this coastal retreat blends romance with Siesta Key serenity.

2/2 Beach House Apt. on Siesta Key
Siesta Key waterfront apartment that sleeps 6. This split-plan, 2-bedroom, 2-bath “Beach House” features a full kitchen and recent updates. Bedroom 1 has a king bed, bedroom 2 has a queen, and the living room offers a sleeper sofa. Enjoy a 75” smart TV in the living room and a private screened lanai with canal views to Sarasota Bay. Located in a charming, quaint resort with other units, and guests enjoy free use of kayaks!

New Pool Tropical Waterfront Dock & Optional Boat
Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly

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!

2BR Lagoon Escape w/ Pool + Walk to Siesta Beach
Stay in a stylish 2BR condo in the heart of Siesta Key, perfect for families, couples, or groups. Enjoy a private 150 sqft balcony with intercoastal views. Relax near the heated lagoon-side pool steps away. - Access tennis/pickleball courts, fitness center, and a private beach. - Walk to Siesta Key's top dining spots and soak in a beach-to-bay lifestyle.
Popular amenities for kayak rentals near Crescent Beach
House rentals with a kayak

Luxury Waterfront Home in Sarasota w/ Pool & Dock

Lux waterfront, walk to beach, heated pool, kayaks

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

Vintage Coastal

Water Access Retreat | Kayaks + Hot Tub

Waterfront Wares Creek Cottage with dock access

Heated Pool - Just 1 mile to Beach! Updated/Fun!

Gulf Birdie | Luxury Waterfront Home with Pool
Cottage rentals with a kayak

Anna Maria Cottage w/Golf Cart

Lido Key Beach Bungalow with Private Heated Pool!

New Country Cottage on Lake Manatee Lakewood Ranch

Old Florida River Cottage 2/2 - Kayaks & Huge Deck

Sea Whisper: North End Gem w/ Pool & Boat Dock

Steps To The Beach, Private & Heated Pool, Renovat

Cottage by the Bay - free charging, Level 2 EV

Siesta Key Cozy Cottage across from the beach!
Other vacation rentals with a kayak

Nokomis Waterfront Unit Walk to the Beach & Dining

Peaceful waterfront home

Siesta Key Beach | Remote Worker Friendly | Bikes

Gertrude's Siesta | Palm-view Pools Private-Beach!

Cheerful Serenity - Luxury Waterfront Oasis

siesta breeze suite

Tropical Pool & Spa- Minutes to Downtown or Siesta

Family Friendly Beach Condo
Quick stats about vacation rentals with a kayak near Crescent Beach

Total vacation rentals
Explore 30 vacation rentals in Crescent Beach

Nightly prices starting at
Crescent Beach vacation rentals start at G$27,201 GYD per night before taxes and fees

Verified guest reviews
Over 2,120 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 of Crescent Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Crescent Beach rentals

4.9 Average rating
Crescent Beach stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Villa rentals Crescent Beach
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- Beach condo rentals Crescent Beach
- Condo rentals Crescent Beach
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- Rentals with beach access Crescent Beach
- Rentals with a hot tub Crescent Beach
- Rentals with lake access Crescent Beach
- Rentals with outdoor seating Crescent Beach
- Family-friendly rentals Crescent Beach
- Apartment rentals Crescent Beach
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- Fitness-friendly rentals Crescent Beach
- Rentals with pools Crescent Beach
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- Rentals with a fireplace Crescent Beach
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- Beachfront rentals Crescent Beach
- House rentals Crescent Beach
- Rentals with a kayak Siesta Key
- Rentals with a kayak Sarasota County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Cortez Beach
- Manasota Key Beach
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live
- Tropicana Field
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Myakka River State Park
- The Don CeSar





