Vacation rentals with a kayak in Sarasota

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Top-rated accommodations with a kayak in Sarasota

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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Guest favourite

Guest suite in Sarasota

4.94 out of 5 average rating, 499 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

Self checkin. Includes kayak and bikes! You’ll love my place because of the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, and business travelers. Converted garage space. Your own private fenced back yard, kitchenette, fridge, private bathroom, Amazon Firestick with Netflix, Hulu and dock/boat ramp just 30 sec from your door and in a beautiful neighborhood. Just a 10 min bike ride to Siesta Key. The #1 beach in America! What more could you ask for!

Guest favourite

Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with 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, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Guest favourite

Condo in Nokomis

5 out of 5 average rating, 35 reviews

Family Friendly Beach Condo

Property located on Lyon’s Bay, in Nokomis, Florida. This three-bedroom upper Condo unit is situated within a ten minute walk to Nokomis Beach on the Gulf of Mexico. Open kitchen fully equipped, Office area. Wi-Fi Large master suite, second bedroom has a queen bed. Third bedroom features four twin beds, walk-in closet and its own full bath. Your stay comes with access to paddle boards kayaks, which can be launched from a floating dock. Also available for your use are beach chairs and coolers.

Superhost

Bungalow in Siesta Key

4.88 out of 5 average rating, 8 reviews

Lagoon, pool, the Catamaran at Siesta Key Bungalow

The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. Featuring a bright and airy one bedroom space; experience an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed and a private bathroom you'll feel at home. The Catamaran Bungalow is stocked with linens, care essentials, plus eating & cooking utensils. An additional single-roll-away-bed allows accommodations for three guests.

Guest favourite

Tiny homes in Port Charlotte

5 out of 5 average rating, 5 reviews

Free Kayak & Hot Tub Paradise Minutes to Sand

Mini designer home! Luxury amenities are plentiful on your private 1/4 acre, dog friendly property. Hooked up to water, cool air, on demand hot water, sewage and electric - like staying in a five star hotel just minutes from the sand. The private master suite is elegantly appointed and large. There are two private loft bedrooms as well & ultra high 8-10' ceilings. Your exclusive adventure retreat has a free kayak, bodyboards, beach chairs, 5G Wi-fi & Netflix. This truly is a tropical paradise!

Superhost

Camper/RV in Port Charlotte

5 out of 5 average rating, 3 reviews

Minutes to Sand, Hot tub, Free Kayaks, Fast Wi-Fi

Dog friendly & gorgeous 3 Bed/1 Bath NEW designer RV minutes from the sand in upscale East Englewood/Port Charlotte. Amazing hot tub, huge & private fenced yard, mosquito net gazebo, BBQ, kayak & beach chairs. Super-fast (200 GBPS) Wi-Fi, free Netflix, Paramount, Peacock and more! 50" HD TV. Our NEW & super clean designer RV has great air conditioning, powerful hot water, hassle free septic & sleeps 7. The ultimate luxury getaway! Restaurants/stores & nightlife minutes away. Paradise!

Superhost

Bungalow in Englewood

4.62 out of 5 average rating, 130 reviews

Pool with Waterfall! Kayaks & Steps to Beach-sa

In a prime Manasota Key location, our talented interior designer created this beach bungalow gem with 2 bedrooms, queen-size size sofa sleeper, Smart Tv's & granite kitchen with dining set. Walk only 1 minute until your toes are in Gulf of Mexico at delightfully uncrowded beach! 5 walk to Stump Pass. Longer walk or free shuttle to good restaurants with live music. Unwind in on-site Swim Spa with waterfall & massage therapy jets in common area. Spot dolphins with free Kayaks. Peaceful, quiet

Guest favourite

Cottage in Englewood

4.89 out of 5 average rating, 115 reviews

Free kayak/bikes/walk to beach/full cottage #1

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Guest favourite

Townhouse in Ruskin

4.94 out of 5 average rating, 210 reviews

Waterfront Townhome w/ Heated Pool & Balconies

Relaxation awaits you the moment you step in to Bahia Bungalow, a 2 Bedroom, 1.5 Bath town home nestled in Little Harbor Resort. Little Harbor is located on a partially private guest reserved beach in Ruskin, a short drive from Tampa, Sarasota & St. Pete. The resort overlooks Tampa Bay & features a heated outdoor pool, basketball and pickleball courts, fitness area, a playground & a marina. Dining within the Resort include a bay-view restaurant, a poolside bar/grill.

Superhost

Home in Punta Gorda

5 out of 5 average rating, 3 reviews

Stunning! Luxury waterfront home

STUNNING!! LUXURY WATERFRONT HOME - HEATED POOL- Close to Harbor/Fish Village -PREMIER HOST reviews averaging 5.0 since 2018 on other site. -Modern, newly updated home with open layout allowing for enjoyment of the cool waterfront breezes. -Boat dock with very close Harbor access within 10 minutes. -Southern exposure, full sun, heated pool, and waterfront. Oversized pool extends along large portion of rear of home.

Guest favourite

Home in Ruskin

4.92 out of 5 average rating, 221 reviews

Pura Vida - Tropical Getaway Overlooking Tampa Bay

Beautifully decorated and luxurious three bedroom, two bath with breathtaking views and direct access to Tampa Bay. The water can be seen from every room! The property is located on a corner lot with two bedrooms facing the canal and Patrick's Island while the master bedroom faces Tampa Bay. Fish, kayak, or just relax and take in nature. Frequent dolphin and manatee encounters are common! We love our home!

Superhost

Rental unit in Siesta Key

4.79 out of 5 average rating, 188 reviews

2/2 Beach House Apt on Siesta Key

Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitchen & recently updated! Bedroom 1: King. Bedroom 2: Queen. Living room: Sleeper sofa. 75” smart TV in the living room. A private screened lanai overlooking canal to Sarasota Bay. This is located in a super cute, quaint resort w/ other units. FREE KAYAKS & SUPs FOR GUESTS!