Holiday rentals with a kayak in Sarasota

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Sarasota

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

Guest favourite
Home in Longboat Key
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
Individual Host
4.86 out of 5 average rating, 100 reviews
Guest favourite
Tiny home in Sarasota
@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)
5–12 JunIndividual Host,
€ 226 per night
4.96 out of 5 average rating, 276 reviews
Guest favourite
Guest house in Sarasota
Quick and Easy Walk Downtown - Tons of Amenities
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.
15–22 AugIndividual Host,
€ 145 per night
4.97 out of 5 average rating, 402 reviews

Popular amenities for kayak rentals in Sarasota

House rentals with a kayak

Guest favourite
Home in Anna Maria
Private 30' Pool and Boat Dock - Rated best on AMI
24–31 OctIndividual Host,
€ 555 per night
4.93 out of 5 average rating, 152 reviews
Guest favourite
Home in Bradenton
Braden River Fishing Bungalow Oasis
14–21 NovProfessional Host,
€ 182 per night
4.91 out of 5 average rating, 110 reviews
Superhost
Home in Palmetto
Private Efficiency
25 Aug – 1 SepIndividual Host,
€ 76 per night
4.79 out of 5 average rating, 133 reviews
Guest favourite
Home in Ruskin
Pura Vida - Tropical Getaway Overlooking Tampa Bay
8–15 JulIndividual Host,
€ 431 per night
4.91 out of 5 average rating, 197 reviews
Guest favourite
Home in Apollo Beach
5 Bed/4 Bath Waterfront "Lay Low" in Apollo Beach
30 Jan – 6 FebIndividual Host,
€ 585 per night
4.97 out of 5 average rating, 104 reviews
Guest favourite
Home in Sarasota
Rita Retreat - Beautiful 2/2 with private pool
20–27 SepIndividual Host,
€ 205 per night
4.96 out of 5 average rating, 50 reviews
Guest favourite
Home in Sarasota
Beach + Downtown! Saltwater Pool, Spa, Bikes
7–14 AugIndividual Host,
€ 659 per night
4.98 out of 5 average rating, 48 reviews
Guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
7–14 SepIndividual Host,
€ 303 per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Sarasota
Luxury Pool Home near Downtown/St Armands/Lido Key
16–23 AugIndividual Host,
€ 345 per night
4.87 out of 5 average rating, 75 reviews
Guest favourite
Home in Anna Maria
ami skyview
15–22 NovIndividual Host,
€ 1,019 per night
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Sarasota
Oceanfront Home with Heated Pool in Fishers Haven
11–18 AugIndividual Host,
€ 523 per night
4.88 out of 5 average rating, 42 reviews
Superhost
Home in Sarasota
Sapphire Shores | Heated POOL, Game Room + Bars!
20–27 AprProfessional Host,
€ 961 per night
5.0 out of 5 average rating, 4 reviews

Cottage rentals with a kayak

Superhost
Cottage in Saint Pete Beach
Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
17–24 DecProfessional Host,
€ 542 per night
4.86 out of 5 average rating, 151 reviews
Guest favourite
Cottage in Ruskin
Little Manatee River Cottage
9–16 AugProfessional Host,
€ 134 per night
4.92 out of 5 average rating, 84 reviews
Guest favourite
Cottage in Anna Maria
Snail's Pace: On Canal, Kayaks & Dog Friendly
8–15 MayProfessional Host,
€ 240 per night
4.95 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Sarasota
Lido Key Beach Bungalow with Private Heated Pool!
10–17 JanIndividual Host,
€ 667 per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Cottage in Nokomis
New Pool Tropical Waterfront Dock & Optional Boat
22–29 JulIndividual Host,
€ 339 per night
5.0 out of 5 average rating, 42 reviews
Superhost
Cottage in Holmes Beach
Anna Maria Cottage w/Golf Cart
11–18 JulIndividual Host,
€ 420 per night
New place to stay
Cottage in Venice
The Myakka River Cottage!
28 Jun – 5 JulIndividual Host,
€ 158 per night
4.83 out of 5 average rating, 18 reviews
Guest favourite
Cottage in Sarasota
Cottage by the Bay - free Level 2 EV charging
12–19 AugIndividual Host,
€ 167 per night
4.96 out of 5 average rating, 74 reviews
Guest favourite
Cottage in Holmes Beach
Steps To The Beach, Private & Heated Pool, Renovat
3–10 AugIndividual Host,
€ 634 per night
5.0 out of 5 average rating, 5 reviews
Guest favourite
Cottage in Bradenton
Adorable cottage in Cortez Village
17–24 JunIndividual Host,
€ 235 per night
5.0 out of 5 average rating, 15 reviews
Cottage in Ruskin
Amazing on river cottage with dock to fish, kayak!
29 Apr – 6 MayIndividual Host,
€ 236 per night
New place to stay
Superhost
Cottage in St. Pete Beach
Sunny PaG Island rental w/bikes-just steps2beach
30 Jun – 7 JulProfessional Host,
€ 385 per night
4.79 out of 5 average rating, 243 reviews

Quick stats about holiday rentals with a kayak in Sarasota

Total rentals

50 properties

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

2.5K reviews

Nightly prices starting at

€ 46 before taxes and fees

Destinations to explore