
Holiday rentals with outdoor seating in Road Town
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Road Town
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

BEST REVIEWS on the East End - HANDS DOWN!
ALWAYS BOOK with an ON-SITE LOCAL to get the INSIDE SCOOP. Book this condo to gain access to custom-made handouts to help you plan a memorable vacation! You'll love the KILLER VIEW of the Caribbean Sea about 200 feet away. This condo includes toys and games, and plenty of beach toys, noodles, and extra chairs for beach hopping! I'm frequently booked, so check out my other condos in Cowpet Bay West. airbnb.com/h/stthomasparadise10 airbnb.com/h/stthomasparadise26 airbnb.com/h/stthomasparadise42

Studio Cottage @ Botanica
Studio Cottage with kitchenette and outdoor deck, perfect for two. Five minutes drive away from Cane Garden Bay and ten minutes from town, Botanica is a garden oasis spanning over an acre, with four standalone houses. By day, you will be amazed by the views of the hills, the bay and neighbouring islands while you soak in the sun on the deck overlooking the lush garden. At night, you will be lulled to sleep by the sounds of nature - crickets, frogs and the whispering of the coconut fronds.

Little Spice: A Modern Tiny Cottage in Coral Bay
Come stay in your own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for up to two active, adventurous adults interested in exploring the island. No kids, please. While the space is small, it definitely packs a BIG punch including SOLAR POWER, kitchenette, a/c, wifi, queen bed, full bath, valley views, and a private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler. What are you waiting for?

Coral Bay Suite Ocean and Tropical Island Views
With stunning OCEAN VIEWS, this Coral Bay bedroom suite in St John is tucked in the countryside, yet convenient to beaches. Kitchenette for light meals, indoor powder room (outdoor shower), BBQ, AC, TV, Wifi. Great for hikers, nature lovers & other travelers looking for a cozy, tropical little hideaway while seeking outdoor adventure as you visit St John USVI island. 500 ft elevation, fully paved road, convenient drive to all St John beaches, above Coral Bay restaurants/bars, shops, grocery.

Oceanfront Beach Hideaway Retreat
Beautiful Caribbean oceanfront 1BR/1BA renovated condo with private balcony and stunning views. RARE corner unit with both ocean and garden views, and the only unit with full privacy on the west side! Luxury mattress topper in bedroom and powerful air conditioning with ceiling fans in living room and bedroom. Excellent WiFi with backup WiFi generator (extremely rare to find on the island). 5-min walk to Vessup Beach! Enjoy the waves crashing day and night. Washer and dryer inside condo!

Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bistro (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Peaceful 1 bed/Lush gardens/Plunge pools
Experience ocean views, AC-cooled comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with "Caribbean" cottage (two more cottages coming in 2026). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

The Anchorage- Studio apt above Cane Garden Bay
We are back with a newly renovated guest room! Charming studio apartment on lower level of provencal estate, centrally located in the hills above Cane Garden Bay w/view of Jost Van Dyke & surf at Cane Garden Bay. Private terrace w/outdoor dining. Includes use of shared pool. Small trail through 1 acre of undeveloped but landscaped jungle. 4WD vehicle required. Property is 10 min drive to Road Town & Cane Garden Bay, 5 min to Nanny Cay. 30 min to airport & west end.

Ocean Blue Cottage
Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

Deep Sea Xcape -Mahi-Tortola
This listing highlights our Unit "Mahi," a one-bedroom sanctuary within our Airbnbs in Diamond Estate, Tortola. Enjoy lush green views, modern amenities, and tranquility. Perfect for those seeking a peaceful retreat and a home away from home. This special place is just 5 minutes from the capital city, Road Town, providing easy access to major supermarkets, restaurants, the ferry dock, and beautiful beaches, all accessible by car.

Cooper Bay View
Come spend your best vacation ever, here at Cooper Bay View, in the beautiful British Virgin Islands! We are centrally located on Fahie Hill, just off the ridge road, overlooking the gorgeous North Shore! Enjoy island living in this 2 Bedroom 2 Bathroom retreat. Just a 7-minute drive to Road Town where you will find great restaurants, shopping, and a local treat or two.

Stylish, Secluded, Hot Tub and Amazing Views
Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.
Popular amenities for Road Town outdoor seating rentals
Holiday House Rentals with Outdoor Seating

A secluded "Walk to Beach" villa

Castaway Cottage: Privacy, Views

Tortola, Turpentine House, pool+sunset+aircon

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

Long Bay Murry House, ocean views and breezes

VIewtiful: Virgin Islands Views

Hananeel Palm Villas, LLC

3BR Luxury Escape | Near Beach | With Workspaces
Apartment rentals with outdoor seating

Apple Surf: Ocean Mist - Oceanfront 1 bedroom

Orchid Bloom pool/beach nest

Jasmine at Casa Tre Fiori

Cane Garden Bay 2 bed Apt

Hillside House - Suite

Into the Mystic Lower Suite with POOL and VIEWS!

Greenbank Modern Apartment: Your Restful Haven

Breezy Bungalow on a budget- lower level
Condo rentals with outdoor seating

Sapphire in the Sand

King Bed Studio Overlooking Sapphire Beach

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH

Takin' it Breezy - New Private 1 Bedroom Apartment

Sail Away II-WOW Beachfront to Paradise Remodeled

Coral @Serendip Vacation Condos

Tropical Sands | Elysian Beach Resort | St. Thomas

Sapphire Village Resort Getaway
When is the best time to visit Road Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $349 NZD | $347 NZD | $353 NZD | $347 NZD | $347 NZD | $347 NZD | $356 NZD | $347 NZD | $347 NZD | $356 NZD | $356 NZD | $355 NZD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about holiday rentals with outdoor seating in Road Town

Total holiday rentals
Explore 30 holiday rentals in Road Town

Nightly prices starting at
Road Town holiday rentals start at $160 NZD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Road Town holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Road Town rentals

4.9 Average rating
Road Town stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- La Romana Holiday rentals
- Bayahibe Holiday rentals
- Carolina Holiday rentals
- Sainte-Anne Holiday rentals
- Culebra Holiday rentals
- Saint Thomas Holiday rentals
- St. Croix Holiday rentals
- Basse-Terre Island Holiday rentals
- Tortola Holiday rentals
- Le Gosier Holiday rentals
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Cane Garden Beach
- Coki Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Secret Harbor Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Caneel Bay Beach
- Maho Bay Beach
- Virgin Islands National Park
- Pineapple Beach
- Trunk Beach
- Mandahl Bay Beach
- Buccaneer Beach
- Hull Bay Beach
- Salt Pond Beach
- Sugar Beach




