Holiday rentals with a kayak in Kissimmee

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Top-rated rentals with kayak in Kissimmee

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

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Guest favourite

Guest suite in Orlando

4.98 out of 5 average rating, 254 reviews

Private En Suite W/ Office- Central Location!

Cute ensuite bungalow w/ office located in the heart of Orlando- perfect base for exploring the city. 2 rooms, bathroom, kitchenette. Snacks/coffee/tea and little touches make the place feel like home. Quiet and clean next to a church steeple on dead end street. Separate office room w/ spin bike, resistance band, and desk. Blackout curtains + white noise machine. Responsive host lives in main home sharing a living room wall w/ a water fall noise barrier. Indoor guest area is entirely private.

2–9 Oct

$118 SGD per night

Guest favourite

Home in Clermont

5.0 out of 5 average rating, 18 reviews

Lakefront home - country setting

Your family will be close to everything when you stay at this centrally located home. It is close to Orlando attractions such as Disney Parks, Universal Studios, Legoland, Many places to golf, short drive to most of Florida's natural springs and only an hour and half to the west or east cost of Fl. It is a wonderful place to relax and Play in the water or fish off the dock and watch sunsets. It is a beautiful country setting and is great for just taking a walk or hiking, you can go for miles.

30 Mar – 6 Apr

$151 SGD per night

Superhost

Guest house in Orlando

4.85 out of 5 average rating, 265 reviews

★ Lakefront Bungalow-5min Downtown ★Casa Pura Vida

Our little piece of paradise is located within 5-10 minutes of Downtown Orlando where some of the best restaurants, bars, and attractions Orlando has to offer. Winter Park & College Park are 10-15 minute drives, Disney/Universal only 20- 30 minutes. The interior is zen and inviting, with a homey feel. Enjoy the Lakefront view, play on the Lake with water toys , soak in the sun on the beach, curl up on the porch with a coffee and enjoy the view. So peaceful, you’ll have a hard time leaving.

21–28 Apr

$164 SGD per night

Guest favourite

Apartment in Kissimmee

4.87 out of 5 average rating, 164 reviews

Disney 4 miles NEW * Heated LazyRiver & Pool*2B/2B

Discover luxurious comfort at the beautiful Sunset Paradise Condo. For your vacation we provide the best family friendly tropical getaway. The entire Condo is crafted with intentional love. We have faith that your vacation will have you feeling right at home, enhanced with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, hammocking, full service for our poolside restaurant and bar, Kayaking, and mini golf. It's magical here.

4–11 Jan

$251 SGD per night

Guest favourite

Apartment in Kissimmee

4.89 out of 5 average rating, 47 reviews

The Summer Apt (5 Beds/2 Bdrm) Sleeps 6 Full Kitch

You and your family will be staying in our lovely home, and the whole place will be just for you. You will be less than 10 minutes away from many local fun places like, bowling course, hiking trails, roller skating, kayak paddling, shopping, movie theaters, dining and many more, staying in a clean and relaxing apartment that you can enjoy and rest as if you were at home. Places near: Shopping mall, Restaurants, Old Town, Disney Parks, Fun Spot, Universal Studios, SeaWorld, and many more!

30 May – 6 Jun

$136 SGD per night

Guest favourite

Apartment in Kissimmee

4.94 out of 5 average rating, 124 reviews

Modern Storey Lake Resort Disney Orlando 3161-305

Minutes from Disney, stylish & modern 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. Enjoy our pool view from the balcony. Master suite has a King bed. Second bedroom has 2 Twin beds. Living room with sofa bed. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great amenities: Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop.

15–22 Aug

$204 SGD per night

Guest favourite

Home in Clermont

4.93 out of 5 average rating, 187 reviews

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow full disinfecting of the house.

16–23 Apr

$234 SGD per night

Guest favourite

Guest suite in Orlando

4.92 out of 5 average rating, 316 reviews

Downtown Orlando Garden Retreat

This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

16–23 Jun

$214 SGD per night

Guest favourite

Apartment in Kissimmee

4.83 out of 5 average rating, 186 reviews

Farm style Safari in Disney & FREE Waterpark 3120

Indulge in our magical vacation homes, fully equipped for your comfort. With spacious bedrooms & full equiped kitchens, just minutes from Disney's theme parks. Book your stay for 7 days or more and unlock an exclusive 5% discount! Craft unforgettable memories with loved ones at Disney World. For extended stays of a month or more, enjoy an even greater 10% discount as part of our long-stay offer. Reserve now! we would love to be your host!

30 May – 6 Jun

$209 SGD per night

Superhost

Townhouse in Kissimmee

4.84 out of 5 average rating, 157 reviews

Luxury townhome with private pool

Brand new fully furnished townhome with private pool in gated community. Spacious living and dining rooms ideal for large family gatherings. Free parking situated in front of house. Walking distance from lake and short drive from attractions, malls, and golf course. The unit has fast Wi-Fi, and many smart devices can be connected to the Wi-Fi. Extra charges will be added to your reservation for pool heating, BBQ and others.

11–18 Oct

$252 SGD per night

Guest favourite

Apartment in Kissimmee

4.92 out of 5 average rating, 144 reviews

Dolce vita at Storey Lake only 5 miles to Disney

Welcome to Dolce Vita, my place is located near the heart of the Walt Disney World Resort area, shop, outlets, major parks and restaurants. We are ready to invite our valued guests back to their home-away-from-home for family Orlando vacations. We look forward to providing you and your loved ones with world-class service and a spacious environment to spread out and create lasting memories.

24–31 Oct

$239 SGD per night

Guest favourite

Apartment in Kissimmee

4.91 out of 5 average rating, 115 reviews

O-Gated Resort-5 miles to Disney-2 FREE Water Park

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

29 Jul – 5 Aug

$227 SGD per night