Tiny house holiday rentals in Caribbean
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Top-rated tiny home rentals in Caribbean
Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for tiny home rentals in Caribbean
Family-friendly tiny home rentals
Cabin in Vinales, Cuba
4.92 out of 5 average rating, 451 reviewsThe Sunset Sheet
3–10 Feb
Cabin in San Luis, Grecia, Costa Rica
4.89 out of 5 average rating, 207 reviewsCozy Cabin on an Organic Farm, cabin #1
13–20 Jun
Cottage in Punta Uva, Costa Rica
4.92 out of 5 average rating, 202 reviewsThe White Cottage, Punta Uva Beach, Costa Rica
22–29 Sept
Cottage in Central, U.S. Virgin Islands
4.99 out of 5 average rating, 133 reviewsCaribbean Style Cottage
20–27 Nov
Loft in Miami,Coconut Grove, Florida, US
4.89 out of 5 average rating, 156 reviewsThe CoCo CABANA in coconut grove
5–12 Jun
Cottage in Ocho Rios, Jamaica
5.0 out of 5 average rating, 413 reviews"Tumbleweed Cottage"
31 Aug – 7 Sept
Guest house in Biscayne Park, Florida, US
4.94 out of 5 average rating, 450 reviewsCozy and charming cottage
16–23 Dec
Villa in La Fortuna, Costa Rica
4.9 out of 5 average rating, 307 reviewsMagic Villa with private pool & jacuzzi
29 Dec – 5 Jan
Tiny home rentals with a patio
Bungalow in Monteverde, Costa Rica
4.99 out of 5 average rating, 178 reviewsFika Haus - Outside Fireplace 🔥
24 Sept – 1 Oct
Tiny home in Arecibo, Puerto Rico
5.0 out of 5 average rating, 136 reviews“Vida D isla”
7–14 Dec
Villa in Marathon, Florida, US
4.89 out of 5 average rating, 145 reviewsNew Aqua Lodge 2Beds 1 Bath with Full Kitchens
3–10 Apr
Shipping container in Playa Hermosa, Costa Rica
4.92 out of 5 average rating, 129 reviewsBeachfront Bungalow w/ private Spa plunge pool 2
15–22 Aug
Tiny home in Cayey, Puerto Rico
4.96 out of 5 average rating, 101 reviewsPrivate Pool with Heater
17–24 Jul
Cottage in Jarabacoa, La Vega, Dominican Republic
4.81 out of 5 average rating, 149 reviewsRustic Creek House + Fireplace + BBQ
1–8 Apr
Chalet in Monteverde, Costa Rica
5.0 out of 5 average rating, 129 reviewsAmalú Glass Cabin 1.0, Private, Romantic,270° View
17–24 Jul
Tiny home in Matón Abajo, Puerto Rico
4.94 out of 5 average rating, 193 reviewsInstantes W/ Private Jacuzzi, Tub & Mountain Views
19–26 Oct
Tiny home rentals with outdoor seating
Tiny home in Jobos, Isabela, Puerto Rico, Puerto Rico
4.94 out of 5 average rating, 284 reviewsSalida Escondida La Barraca Beach/Rest, 6 min car.
9–16 Aug
Villa in Monteverde, Costa Rica
4.87 out of 5 average rating, 251 reviewsVilla Panorámica-Ágape del Bosque
11–18 Nov
Tiny home in Vieques, Puerto Rico
4.97 out of 5 average rating, 200 reviewsVista Mar y Tierra - TinyHouse on acre w oceanview
19–26 Jan
Tiny home in Aguada, Puerto Rico
4.94 out of 5 average rating, 322 reviewsAguada Secret Spot
30 Mar – 6 Apr
Villa in Río Grande, Puerto Rico
4.96 out of 5 average rating, 137 reviewsVilla Morivivi / Beach Front
7–14 Sept
Bungalow in Las Terrenas, Dominican Republic
4.91 out of 5 average rating, 207 reviewsVilla Serenidad-with Pool Garden Bungalow
29 Sept – 6 Oct
Cabin in Calabazas, Puerto Rico
4.95 out of 5 average rating, 296 reviewsSpectacular private cabin with pool.
23 Feb – 2 Mar
Tiny home in Constanza, Arroyo Prieto, Dominican Republic
4.86 out of 5 average rating, 140 reviewsThe Pyramid, perfect scape for 2
28 Jun – 5 Jul
Destinations to explore
- Tiny house rentals Cuba
- House rentals Cuba
- Nature eco lodge rentals Caribbean
- Ski-in/ski-out rentals Caribbean
- Rentals with outdoor seating Caribbean
- House rentals Caribbean
- Beach house rentals Caribbean
- Earth house rentals Caribbean
- Holiday home rentals Caribbean
- Motorhome rentals Caribbean
- Rentals with a firepit Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Beachfront rentals Caribbean
- Bungalow rentals Caribbean
- Townhouse rentals Caribbean
- Container rentals Caribbean
- Farm stay rentals Caribbean
- Boutique hotel rentals Caribbean
- Rentals with lake access Caribbean
- Rentals with breakfast Caribbean
- Rentals with beach access Caribbean
- Loft rentals Caribbean
- Family-friendly rentals Caribbean
- Wheelchair-accessible rentals Caribbean
- Cabin rentals Caribbean
- Cottage rentals Caribbean
- Bed and breakfasts Caribbean
- Chalet rentals Caribbean
- Rentals with pools Caribbean
- Rentals with an EV charger Caribbean
- Island rentals Caribbean
- Boat rentals Caribbean
- Hostel rentals Caribbean
- Luxury rentals Caribbean
- Serviced apartment rentals Caribbean
- Rentals with an accessible-height bed Caribbean
- Rentals with a balcony Caribbean
- Rentals with a patio Caribbean
- Houseboat rentals Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a kayak Caribbean
- Villa rentals Caribbean
- Pet-friendly rentals Caribbean
- Apartment rentals Caribbean
- Guest house rentals Caribbean
- Hotel rentals Caribbean
- Flat rentals Caribbean
- Rentals with an accessible-height toilet Caribbean
- Rentals with a cinema Caribbean
- Rentals with a sauna Caribbean
- Fitness-friendly rentals Caribbean
- Monthly Rentals Caribbean
- Tent rentals Caribbean
- Waterfront rentals Caribbean
- Treehouse rentals Caribbean
- Rentals with a fireplace Caribbean
- Aparthotel rentals Caribbean
- Private suite rentals Caribbean
- Resort rentals Caribbean
- Campsite rentals Caribbean
- Family-friendly rentals Caribbean
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom