Holiday rentals in Pen Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pen Island

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

0 of 0 items showing

1 of 3 pages

Top guest favourite

Home in Waveland

4.99 out of 5 average rating, 102 reviews

Terrace Time-beachy cottage; fun, new & pets ok!

Newly built vacation cottage steps from the Waveland Beach. Coastal furnishings, large porches, covered entertainment area, custom fire pit. A short walk to the Lighthouse, Veterans Park, Dining, & the Beach (0.3 miles)! Full Kitchen, Fiber Internet, Porch Bed, Abundant Outdoor Seating, Grill, beach gear, Cornhole, & more. Pack your bags & leave your worries behind; embrace tranquility & joy. We have a fenced area for your pet to come along & we make a donation to the local shelter. EV Charger!

Top guest favourite

Guest house in Bay St. Louis

4.94 out of 5 average rating, 127 reviews

Main Street Retreat in Top-Rated Beach Town!

Cute coastal cottage in the heart of Bay St. Louis! Nestled behind a historic home on Main Street, this quiet retreat is just a few blocks from downtown shops, restaurants, the harbor and beach. One downstairs bedroom with queen bed, upstairs nook with a full & a twin. Partial kitchen with fridge, microwave and toaster oven, full bath (shower only). Relaxing patio and outdoor party room, plus covered fireplace area with hammock and ample seating. Enjoy the goldfish pond, outdoor space & more!

Superhost

Home in New Orleans

4.78 out of 5 average rating, 105 reviews

Big Easy Getaway

Relax with the whole family at this peaceful oasis away from home. Contemporary camp on the lake, perfect for your next fishing trip! Located only 30 minutes from downtown New Orleans and near many fishing charter and swamp tour options. The home includes 3 bedrooms, 2 full baths, full kitchen, dining space, and living space. The outdoor balcony and deck are great for watching the sunset or relaxing with a cold one. The deck includes ample dining space, hammocks, kayaks, and outdoor activities.

Guest favourite

Cottage in Bay St. Louis

4.96 out of 5 average rating, 169 reviews

Bay Views from the Porch

Everything you need to have the perfect relaxing vacation. Ideally located just a mile and a half from downtown, golf, the beach, or the casino. You can walk, bike, or take a short car ride to do anything your heart desires. After enjoying a day at the beach, golf course, boating, visiting the local shops, or enjoying festivals, relax on your serene screened-in porch staring at the bay and enjoying a wonderful dinner, grilled to perfection. The Bay House is the perfect stay. Sorry, no pets.

Guest favourite

Home in Bay St. Louis

4.97 out of 5 average rating, 69 reviews

Beachin' & Fishin' In The Bay At Tahiti Retreat!

Enjoy water views from every room of the house. 3 BR / 2 BR Bay St Louis retreat in the Riverview Community right on a quiet canal at Jourdan river & Bayou La Croix . Each room has a queen size bed. Cable, Netflix. All linens included, kitchen fully stocked. Boat dock and launch available. Approx. 10 minutes from Old Town Bay St. Louis. Fine dining, local shops, beach access. Two Casino's are just minutes away. Top fishing & charter tours are nearby. We have a 3 night minimum stay.

Top guest favourite

Cottage in Bay St. Louis

4.99 out of 5 average rating, 139 reviews

My Bay Cottage Beach House

LOCATION! ONE OF A KIND RENTAL IN DOWNTOWN/OLD TOWN/BAY ST LOUIS WITHIN A BLOCK TO BEACH, SHOPS & RESTAURANTS, BICYCLE FRIENDLY! CHARMING HOME IS LIGHT, BRITE & BOASTS TONS OF NATURAL LIGHT! SPACIOUS KIT HAS LRG BUTCHER BLK ISL/BRK BAR, ROUND DINING TBL, DBL STAINLESS SINK, ABUNDANCE OF CABINETS & COUNTERS, ELEC OVEN W/GLASS CKTOP, POT RACK, MICRO, REFRIGERATOR & 2 STORAGE CLOSETS! KIT OPEN TO LIVING AREA , 2 LRG BDRMS, WITH A COMFY QUEEN BEDS! Registration Number: BSL046

Top guest favourite

Home in Bay St. Louis

5 out of 5 average rating, 59 reviews

Cottage in Old Town! 3 King beds! Walk Everywhere!

Cozy Cottage in Old Town. Newly updated. 3 Bedrooms w/3 King Beds - each with 55" Smart TV's. Precious corner shaded lot w/amazing porch & beautiful front yard. Large fully enclosed back yard featuring patio dining area and swing. Perfect for couples and/or families and pets (w/non-refundable pet deposit). Only 3 blocks from Beach Blvd. Take an easy 10 min stroll or 5 min golf cart ride to marina, boardwalk, beaches, shops & restaurants! EV charger available.

Top guest favourite

Cottage in Bay St. Louis

5 out of 5 average rating, 124 reviews

Siena Cottage

This Fully renovated 1890’s cottage, located in the heart of Old Town Bay St. Louis, will charm you! Enjoy a stylish experience at this centrally-located place. A beautifully decorated cottage conveniently located a block from downtown shops, restaurants, the harbor and beach has all the modern amenities for modern living for your stay. This home has 2 bedrooms and 2 bathrooms. It has an open floor plan with living, dining and kitchen. Registration Number: BSL057

Guest favourite

Home in Pass Christian

4.92 out of 5 average rating, 86 reviews

Heated Pool! Petite Retreat in The Pass

The Petite Retreat in The Pass A Serene, Sublime, Self-Contained Vacation Rental The Petite Retreat in The Pass in Pass Christian, Mississippi offers upscale lodging with a heated pool and a full array of amenities to keep the whole family happy without ever leaving the property! Wake up to stunning sunrises over the golf course to the east and enjoy striking sunsets over the bayou to the west. Nature's bounty surrounds this magical home.

Guest favourite

Home in Long Beach

4.96 out of 5 average rating, 185 reviews

The Nest, a waterfront cottage!

One of the most unique homes located on the Mississippi Gulf Coast! Imagine drinking your morning coffee or an evening glass of wine on this spacious front porch while over looking the breathtaking gulf! This charming beach front cottage is the perfect place to relax while being near great restaurants, bars, nightlife and of course the beach! This home has two bedrooms and is recommended for four but can accommodate up to six.

Superhost

Home in Bay St. Louis

4.7 out of 5 average rating, 10 reviews

Clermont Bay Cottages

Charming cottages by the lagoon near downtown Bay St. Louis offer boutique shops, diverse dining, and are minutes from Silver Slipper Casino and Wave Pool. Experience vibrant nightlife in Bay St. Louis, making these cottages ideal for a serene escape close to top attractions. 2024 construction. Located in a quiet neighborhood 2 blocks from the beach. Approximately 5 minutes to Bay St. Louis and the Silver Slipper Casino.

Guest favourite

Home in Pass Christian

5 out of 5 average rating, 14 reviews

The Coral Cottage - Walk to the beach & downtown

Looking for the perfect little Gulf Coast getaway? The Coral Cottage is where you want to be. Located in a relaxing, quiet, quaint little neighborhood, walking distance from the beach & downtown. Centrally located near several restaurants, coffee shops, bars & more. Take a short drive to Historic Bay St. Louis or casinos of Gulfport and Biloxi. Book your stay at the Coral Cottage today!