Vacation rentals with a kayak in Leeward Settlement

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Top-rated kayak rentals in Leeward Settlement

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

Guest favorite
Home in TC
The LightHouse Cottage- 2 bed private villa *pool*
"The Lighthouse" is your own private cottage, with a lighthouse tower and stellar ocean views! Built in 2019, it is nestled within the quiet neighborhood of Thompson's Cove, only 5 minutes from the airport, and 10 minutes from pretty much anywhere else on Provo. We are located right on the canal and a short 3 minute walk to the beach. Enjoy our kayaks, SUPs and snorkel gear. Take a leisurely 15 minute walk down the beach, and you will find "Da Conch Shack", known for their rum punches!
Jul 26 – Aug 2
$506 per night
4.97 out of 5 average rating, 152 reviews
Superhost
Apartment in Caicos Islands
Palm Point Loft - Waterfront Canal
Palm Point Loft is the perfect spot for you to come and experience the peace and beauty of Providenciales. Located canal side, this private and spacious 2 bedroom second floor apartment is centrally located, 5 mins to Grace Bay Beach, restaurants and grocery stores. The unit is airy and bright offering a private sanctuary for guests to relax on their own balcony - the perfect place to unwind and enjoy the gentle breeze off the water while watching the sunset.
Dec 6 – 13
$273 per night
4.85 out of 5 average rating, 124 reviews
Guest favorite
Condo in Wheeland Settlement
Couple’s Retreat! Ocean, garden & pool views!
Free cancellation! Oceanside oasis with pool, ocean and garden views. Escape to the pristine blue waters at Northwest Point. Pool, ocean and hot tub within steps of condominium. Free access to kayaks and SUPs, snorkel gear, owners beach chairs, loungers and miles of secluded beach for walking, exploring or beachcombing. Airport is appoximately a 15 minute drive from Northwest Point Condominiums (formerly Northwest Point Resort).
Aug 7 – 14
$243 per night
4.95 out of 5 average rating, 104 reviews

Popular amenities for Leeward Settlement kayak rentals

House rentals with a kayak

Superhost
Home in Venetian Road Settlement
Brighter Days Villa
Dec 18 – 25
$442 per night
4.91 out of 5 average rating, 11 reviews
Guest favorite
Home in Long Bay Hills
Private water front villa – 5 mins from Grace Bay!
Oct 13 – 20
$422 per night
5.0 out of 5 average rating, 17 reviews
Guest favorite
Home in Providenciales
Waterfront house in Providenciales
Jan 28 – Feb 4
$199 per night
4.91 out of 5 average rating, 75 reviews
Superhost
Home in Long Bay Hills
Peaceful 1BR Private Cottage w/ HotTub Beach Front
Oct 8 – 15
$383 per night
4.94 out of 5 average rating, 17 reviews
Superhost
Home in Providenciales
Villa View - Sapodilla Beach & Chalk Sound
Nov 9 – 16
$479 per night
4.87 out of 5 average rating, 54 reviews
Superhost
Home in Providenciales
Private Beach - Stunning Views
Aug 6 – 13
$630 per night
5.0 out of 5 average rating, 4 reviews
Home in Leeward Settlement
3bd ~ Private Pool ~ Kayak to the Mangroves
Oct 18 – 25
$700 per night
4.63 out of 5 average rating, 8 reviews
Home in Providenciales
Turquoise Haven Villa
Jun 10 – 17
$1,000 per night
4.91 out of 5 average rating, 11 reviews
Guest favorite
Home in Providenciales and West Caicos
Casa de Isle, Taylor Bay, Chalk Sound area
Nov 6 – 13
$415 per night
5.0 out of 5 average rating, 42 reviews
Home in Providenciales
Coastal Vibes Villa Near Sapodilla Beach
Aug 23 – 30
$585 per night
4.97 out of 5 average rating, 31 reviews
Home in Caicos Islands
Home w/ pool and lagoon view, kayak, paddle boards
Jun 1 – 8
$633 per night
4.83 out of 5 average rating, 29 reviews
Home in Providenciales
Villa Waterloo - Waterfront on Silly Creek
Oct 3 – 10
$864 per night
4.85 out of 5 average rating, 13 reviews

Cottage rentals with a kayak

Guest favorite
Cottage in Long Bay Hills
SunSeaSand 2Bdrm Seaside Cottage - Long Bay Hills
Aug 23 – 30
$392 per night
4.83 out of 5 average rating, 23 reviews
Superhost
Cottage in Whitby
Caicos Cottage, 2 bdrm/2 bath beachfront w/pool
Dec 2 – 9
$644 per night
4.82 out of 5 average rating, 11 reviews
Cottage in Providenciales
Swan cottages #6 Waterfront
Nov 10 – 17
$311 per night
5.0 out of 5 average rating, 13 reviews
Superhost
Cottage in Providenciales
Sail Loft - 2 king rooms, pool4u, nearby beach!
Jul 26 – Aug 2
$422 per night
New place to stay
Cottage in Providenciales
Swan Cottages #5 Waterfront.
Jul 27 – Aug 3
$299 per night
4.95 out of 5 average rating, 19 reviews
Cottage in Providenciales
Swan Cottages
Aug 29 – Sep 5
$517 per night
New place to stay

Quick stats about vacation rentals with a kayak in Leeward Settlement

Total rentals

20 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

230 reviews

Nightly prices starting at

$230 before taxes and fees

Destinations to explore