Home Vacation Rentals By Owner In Gregory Town, Eleuthera

Showing 7 Of 7 Vacation Rentals
Slider Thumb
Exceptional(20)

$424.0

/ Nightly
Private Vacation Home

Pineapple Hideaway | Oleander Gardens

Gregory Town, Eleuthera, Bahamas

Located in the lush tropical community of Oleander Gardens you will find this completely remodeled home. Oleander Gardens is a community on the ‘Caribbean’ side of the island and features a picture-perfect beach nestled in a cove. Oleander Gardens is nestled between the award winning ’The Cove’ resort, Gaulding Cay and neighbors too some of the worlds biggest rock stars! The home is perched perfectly on one of the islands most beautiful Bluffs (cliffs) with direct, private, access to the ‘Caribbean Sea.’ This island home is the only solar property within the community, providing clean and reliable energy with the grid as back up. Completely pampered inside and out, no detail was overlooked when remodeling the property in Summer of 2022. Featuring top quality bedding, fixtures and amenities, you will find comfort no matter how long you stay.brbrThis Island Caribbean Front Home is located in the tropical oasis of Oleander Gardens. A three minute walk to the community beach.brbrExclusive, private water access directly in the backyard leads you right into the lively coral's ideal for snorkeling, spear fishing and diving.brbrFor the thrill seekers we have two Cliff Jumping locations in the backyard that will get your adrenaline pumping!brbrThe sea turtle accents found throughout the home is a tribute to the family of Sea Turtles that live in the back yard. More than one time a day you'll be able to see their majestic beauty...brbrThe property has just been pampered (2022) with a total makeover!brbrWe ARE pet friendly! We provide dog bowls, and a dog bed. Please make sure your furry friends remain off the beds.brbr** Panoramic Caribbean views can be found from nearly all rooms!brbrAll bedding is top quality, featuring UGG Egyptian cotton sheets, Tommy Bahamas quilts, feather down pillows and Serta mattresses or NECTAR mattresses.brbrThe kitchen is well equipped to fix up a quick meal or a savory Sunday feast!brbrStackable Washer and Dryer is available for usebrbrBrand new Air Conditioners have been installed throughout the home to deliver ultimate comfort while on island timebrbrHousekeeping does a meticulous job following strict COVID 19 protocol before and after each stay. For stays longer than 5 days we do offer a continued cleaning service, if so desired.brbrGaulding Key, Glass Window Bridge, Queens Bath and the Island Blow Hole is only a 5 minute car ride!
Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(14)

$419.56

/ Nightly
Private Vacation Home

Luxury Oceanfront 3BR Home with Sunset Views

Gregory Town, Eleuthera, Bahamas

This lovely house, completed in 2020, is perched on a cliff overlooking the Caribbean, with 50-mile ocean and sunset views. Blue Love Point has private steps right down into the calm water of the Caribbean Sea. The snorkeling behind this house is spectacular, that waters are teeming with life.brbrLocated in the private community of Oleander Gardens, Blue Love Point has access to Oleander's private Caribbean beach, a 5-minute walk from the house.brbrBlue Love Point has three bedrooms and two baths. Enter into the enormous great room with 20-foot ceilings and sweeping ocean and sunset views through a wall of windows facing the sea.brbrTo the right there is a fully equipped chef's kitchen with modern stainless steel appliances. The extra-large kitchen island is perfect for breakfast or for a party gathering.brbrIn front of you, a wall of windows and a French door leads you out to the vast veranda where you feel almost suspended in the air above the sea. It is furnished for lounging and for dining.brbrBack inside, the living area is furnished with two full-sized sofas and equipped with a smart flat screen TV. The dining area can seat six with four more at the kitchen island and another four on the veranda. The furnishings and décor are a mix of old British Colonial and modern simple Caribbean style.brbrTo the left of the great room is the master bedroom with a king-size four-poster bed, full en-suite bath with a walk-in shower, and a French door leading out to the veranda for morning coffee.brbrThe other two bedrooms are the guest bedroom with twin beds (twin beds can be converted to a king) and an ocean view, and the antique bedroom furnished with an antique full bed. This is the only room without an ocean view. There is a second full bath, also with a walk-in shower, which serves the two guest bedrooms and the great room.brbrFor groups who need more bedrooms, there is a two-bedroom apartment downstairs which can be added to the rental for an additional charge. If you do'nt need it, it will be locked off and not rented to anyone else.brbrAmenities at Blue Love Point include AC throughout, fast Starlink WIFI, smart TV with roku box, washer/dryer, some books and games, two paddleboards and a lovely new outdoor shower.brbrOleander Gardens is a safe, friendly, private community of approximately 25 houses bordering the five-star Cove Resort. It is located 20 minutes from North Eleuthera Airport and beautiful Harbor Island. There are a number of excellent restaurants within a short drive including Daddy Joe's Bar and Grill, The Cove, Ocean Tally, The Sunset Cove and Rainbow Room, and The Glass Window Café.brbrEleuthera is most famous for its 100 miles of spectacular, deserted beaches. It has a population of just 8000, and everyone knows everyone. It's famous for being very safe. The snorkeling and diving on the island are world class. There are many reefs which you can snorkel or dive right from the beach. The fishing is also excellent, because the island is so undeveloped and thinly populated. Bonefishing is very big, as is deep sea fishing and reef fishing. You can fish on your own or hire a guide. Boating, surfing, and other water sports are also popular. You can rent power boats, sailboats, sea kayaks, paddle boards, jet skis, bikes, and scooters. You can have a charter captain take you out for fishing, snorkeling, or diving excursions. There are several popular spots for cliff jumping, including some tame enough for children.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$465.0

/ Nightly
Private Vacation Home

Big Pink: mid-century modern 2bedroom oceanfront home on cliffs of Gregory Town

Gregory Town, Eleuthera, Bahamas

***whole-home standby generator, Starlink WiFi***brThis newly renovated, newly listed 2-bedroom home overlooks the stunning turquoise waters of Eleuthera. For those seeking to relax and unwind in paradise, the simplistic, modern style of this property offers the perfect retreat. brThe white concrete and light wood exterior of the house provides a beautiful contrast to a sparkling-blue ocean backdrop. Ocean views are highlighted from the interior of the home as well, showcased by large windows and oversized glass sliding doors. brInside, a spacious, open-concept living design consists of a large seating area, dining area and fully stocked kitchen with a 4 seat peninsula bar. The sliding doors open to a covered veranda perfect for enjoying morning coffee in the hammock chair or lounging with sunset cocktails.brAlso on the main level of the house, there is a sizable bathroom across the hall from a bedroom with a queen bed. The bathroom features a large walk-in shower with glass partition as well as a private entrance to an enclosed, outdoor shower. For those in need of a designated work area, there is a desk in the first floor bedroom. This bedroom also features large sliding glass doors that open to a private, enclosed patio with sun loungers.brThe second bedroom is located on the upper level of the house. A spiral staircase leads directly to the large loft-style bedroom with king bed. Fall asleep to sounds of the sea as you stargaze from bed, and wake up to ocean views without even lifting your head from your pillow. This floor includes a small walk-in closet, and powder room, and features a freestanding soaking tub. Why not enjoy the stunning sunset or night sky from a luxurious bath You're on vacation!
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(93)

$354.63

/ Nightly
Private Vacation Home

Private Waterfront On The Caribbean Cliffs

Gregory Town, Eleuthera, Bahamas

Welcome to Palm Bluff, an extraordinary 2-bedroom, 1-bath sanctuary perched upon a breathtaking seaside cliff just 5 minutes south of Gregory Town, Eleuthera, Bahamas. Revel in the unparalleled privacy of this exquisite retreat, where no visible neighbors and no other rental properties on-site promise a truly exclusive escape.brbrBoasting three sets of elegant mahogany French doors, Palm Bluff unveils a spacious front porch suspended 45 feet above the mesmerizing Caribbean Sea. Be it on the porch or within the house, stunning views of the water surround you at every turn.brbrEmbrace your adventurous spirit by descending the concrete steps – artistically carved through the limestone cliff – to explore the calm waters below. Experience phenomenal snorkeling amidst an underwater wonderland teeming with tropical fish.brbrFour lounge chairs invite relaxation, whether you prefer shaded tranquility on the porch or sun-soaked leisure on the adjacent concrete deck. Additionally, two aluminum folding beach chairs accompany you on beach outings or daily excursions. After a day of sun and sand, rejuvenate under the outdoor shower (cool water only) with a captivating view of the sea.brbrEach tastefully-appointed bedroom features a serene, ultra-quiet AC unit and ceiling fan, while an additional AC unit cools the living room and kitchen, complemented by more ceiling fans. The stylish bathroom showcases a rainwater shower, a spacious sink vanity, and exquisite Cuban tile flooring. The kitchen boasts modern stainless steel appliances and a farmhouse sink.brbrPalm Bluff provides bedding, towels, beach towels, and a fully-equipped kitchen. A washer and dryer are available in the adjoining laundry shed. Enjoy pure drinking water from the reverse osmosis (RO) system in the kitchen, perfect for consumption, cooking, and ice-making. While there is no TV, super-fast Starlink Wi-Fi is available to keep you connected.brbrOur dedicated caretaker, who lives just 5 minutes away, is readily available to assist with any questions or concerns during your stay. Additional maid services can be arranged for an extra fee.brbrPalm Bluff's exceptional location offers an extraordinary experience, with the cliffs and the gentle Caribbean breeze providing a unique Bahamian ambiance. Discover the world-famous Surfer's Beach, just one mile away on the Atlantic Ocean side, and experience Gregory Town's charming convenience stores, local eateries, fine dining, and friendly residents, a short 5-minute drive away.brbrA car is essential for exploring the island, and given the rugged terrain, we highly recommend an SUV with higher ground clearance. We can provide contacts for local car rentals, ensuring seamless pickup and drop-off at the airport. Palm Bluff is equidistant from North Eleuthera Airport (ELH) and Governor's Harbour Airport (GHB), each 30 minutes away.brbrExperience excellent bottom-fishing and deep-sea charter options in Gregory Town, or embark on a 30-minute drive to the water taxi dock for access to the captivating Harbour Island.brbrEscape to Palm Bluff – an unmatched, romantic hideaway where the enchanting Eleuthera, Bahamas, truly unfolds before you.
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(40)

$327.17

/ Nightly
Private Vacation Home

Cloudbreak Bahamas Villa, The Highest Ocean and Island View at Surfer's Beach

Gregory Town, Eleuthera, Bahamas

Cloud Break was completed in 2014 as a two bedroom, two bath concrete home with hurricane windows and doors. It is fully air conditioned. The upstairs and downstairs can be rented separately and each have their own kitchens, washers and dryers. The covered stairwell connects the two and also allows for each to have a private entrance. We made our home to function for a family or two separate and private rentals. If our calendar is showing that your time is booked, feel free to give us a call and ask if the upstairs or downstairs is available. We do not offer discounts for summer and we do not increase our prices for winter. We try to keep our prices reasonable all year long. brbrAre You Ready To start your novel and need an inspirational, awe inspiring view Are you ready for your tropical adventure and want to see and do it all Cloudbreak will give you both. it is a great place to view your island kingdom. It is a perfect starting point for surfing, fishing, snorkeling and exploring.brbrCloudbreak Is Not Only A Place Of Island Tranquility. It is well equipped and maintained. We have two kitchens, that have modern appliances, quality cookware and ample dishes. We have two sets of full size washers and dryers to help you clean up after your long day at the beach. Our AC units are Mitsubishi Slims. They are the best you can buy when it comes to mini splits and are professionally maintained. Our home is a safe sanctuary. Our hurricane/security doors and windows turn our home into a fortified castle. With all of our windows and doors you always have a view and a breeze. We have furnished Cloudbreak to be beautiful but functional as a beach house to enjoy. So bring on the sand, the fun and know you will have an awesome good time. Oh did I mention that we have really hot water. We love good plumbing. Our living areas are great for lounging and family time. The bedroom upstairs has a queen bed, french doors and is romantic. The upstairs also has a queen futon with spring mattress in the open living room. The downstairs studio is a cool retro surf theme and has queen bed and queen futon. This makes plenty of room for a family or a great place for a couple renting either the upstairs or downstairs. There is nothing better than ushering in the sunrise from our front porch with your favorite java and toasting the sunset from the back porch after a day of surfing, fishing, or exploring. brbrNow, What Is Eleuthera Like Well, first you need to know what it is not. It is not a place for gambling, nightclubs, fancy shops, big resorts or upscale amenities. This is more Robinson Crusoe. Wifi exists at different stores and restaurants but it is slow. The nearest hospital is on Nassau. The medical facilities are clinics. The stores are local mom and pop establishments. Chain stores or hotels do not exist here. So why do you want to come You want to come here because it is none of those things. You will be getting away from modern day stress and distractions. The beaches are deserted. There are miles of creamy sand and turquois water to find and play in. There are charming Bahamian friends to meet. Delicious fish to be caught, cooked and eaten. One hundred and ten miles of backroads to be taken and explored. Many of our guests have come for a visit and have come back to build their own island paradise. Come try it out. You will not be disappointed.br
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(8)

$612.38

/ Nightly
Private Vacation Home

Luxury Oceanfront Home with Sunset Views

Gregory Town, Eleuthera, Bahamas

This beautiful home is perched on a cliff overlooking the Caribbean, with 50-mile ocean and sunset views. Blue Love has private steps right down into the calm water of the Caribbean Sea. The snorkeling behind this house is spectacular!brbrLocated in the private community of Oleander Gardens, Blue Love Point has access to Oleander's private Caribbean beach, a 5-minute walk from the house.brbrBlue Love Point consists of two complete apartments connected by an external stair. The upstairs apartment has three bedrooms and two baths. The downstairs apartment has two bedrooms and one bath. This property is rented to just one group at a time. You would never share the property with any other guest.brbrEnter the upstairs apartment into the enormous great room with 20-foot ceilings and sweeping ocean and sunset views through a wall of windows facing the sea.brbrTo the right there is a fully equipped chef's kitchen with modern stainless steel appliances. The extra-large kitchen island is perfect for breakfast or for a party gathering.brbrIn front of you, a wall of windows and a French door leads you out to the vast veranda where you feel almost suspended in the air above the sea. It is furnished for lounging and for dining.brbrBack inside, the living area is furnished with two full-sized sofas and equipped with a smart flat screen TV. The dining area can seat six with four more at the kitchen island and another four on the veranda. The furnishings and décor are a mix of old British Colonial and modern simple Caribbean style.brbrTo the left of the great room is the master bedroom with a king-size four-poster bed, full en-suite bath with a walk-in shower, and a French door leading out to the veranda for morning coffee.brbrThe other two bedrooms on this floor are the guest bedroom with twin beds (twin beds can be converted to a king) and an ocean view, and the antique bedroom furnished with an antique full bed. This is the only room without an ocean view. brbrThere is a second full bath on this level, also with a walk-in shower, which serves the two guest bedrooms and the great room.brbrDescend a flight of external stairs to the downstairs apartment, and you will feel like you are in a garden with the sea at arm's reach. Like the upstairs, the downstairs enjoys a vast private veranda with spectacular views of the Caribbean.brbrThe downstairs apartment has two bedrooms, the larger with a queen bed and an ocean view, and the smaller with a twin bed and an ocean view. The great room features a full kitchen with all appliances except a dishwasher. The living area is furnished with futon that folds out into a bed. The downstairs apartment has one full bath with a walk-in shower. brbrAmenities at Blue Love Point include AC throughout, fast Starlink WIFI, smart TV with roku box, washer/dryer, some books and games, two paddleboards and a lovely new outdoor shower.brbrOleander Gardens is a safe, friendly community of approximately 25 houses bordering the five-star Cove Resort. It is located 20 minutes from North Eleuthera Airport and beautiful Harbor Island. There are a number of excellent restaurants within a short drive including The Cove, Ocean Tally, The Rainbow Inn, The Glass Window Café, and Daddy Joe's Bar and Grill. brbrEleuthera is most famous for its 100 miles of spectacular, deserted beaches. It has a population of just 8000, and everyone knows everyone. It's famous for being very safe. The snorkeling and diving on the island are world class. There are many reefs which you can snorkel or dive right from the beach. The fishing is also excellent, because the island is so undeveloped and thinly populated. Bonefishing is very big, as is deep sea fishing and reef fishing. You can fish on your own or hire a guide. Boating, surfing, and other water sports are also popular. You can rent power boats, sailboats, sea kayaks, paddle boards, jet skis. You can have a charter captain take you out for fishing, snorkeling.
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(28)

$250.35

/ Nightly
Private Vacation Home

Cove House Ocean Front. It's close to everything Eleuthera has to offer

Gregory Town, Eleuthera, Bahamas

Cove House, located on the picturesque Pittman's Cove of Gregory Town is a completely renovated 70 year old colonial Bahamian home with great stone pillars sparkling white against the back drop of Sea and Sun. It's location on the leeward sea side of the Island makes for less wind and warmer living.brThere are 2 vacation properties within Cove House. The listing you are viewing right now is the second story property known as The Captain's Quarters. The property on the ground floor (also 3 bedroom) is our Compass Cottage and that one is listed in VRBO has # 2071859. Please have a look there as well.brThe Captain's Quarters is complimented by a private ocean front balcony complete with comfortable outdoor furniture, rockers, and a couch. The balcony overlooks Gregory Town's famous Cove and is literally the best view in Gregory Town! brThe Captain's Quarters at Cove House features a unique Island decor for clean and comfortable Island living. The Ocean front master bedroom features a queen size bed and both the second and third bedrooms each have two twin beds. The kitchen is a foody's kitchen and over-complete for vacation purposes but you will be able to find anything needed to prepare delicious meals. The entire property is now completely air conditioned with brand new HVAC units. Cove House is located close to everything the Island offers. Long lovely secluded beaches for shelling or just relaxing, unique Island made shopping, grocery stores, surfing beaches, and you can take advantage of the native's harvest from the sea by purchasing their catch right on the wharf. Lobster dinner anyone brbrTraveling with a large family group Combine both properties at Cove House for an awesome family vacation. The entire Cove House can sleep up to 14 people with 2.5 kitchens, and 3.5 baths. (please send a VRBO inquiry for further description of the two accommodation choices) brbr The Captain's Quarters is in a prime Ocean front location offering a relaxing retreat close to many attractions, restaurants, shops, and the beach.brbr✔ Comfortable Bedsbr✔ Cozy Living Areabr✔ Fully Equipped Kitchenbr✔ High-Speed Wi-Fibr✔ Free ParkingbrbrLearn more below!br★ COVID-19 SANITIZATION ★brHeath, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out.brbr★ PET-FRIENDLY ENVIRONMENT ★brWe understand the cherished companionship of furry friends, and as such, we are pleased to extend a warm welcome to pets within our premises. There is a pet fee of $150.00 per petbrbr★ NO SMOKING INSIDE ★brPlease refrain from smoking inside the home! Any smoking evidence will result in odor removal and furniture cleaning fees.brbr★ NO PARTIES/EVENTS ★brWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits. Please respect the quiet time after 10 pm.brbr★ 3PM CHECKIN / 10AM CHECKOUT ★brFor early checkin or late checkout we are happy to be flexible as long as the schedule allows. Please contact us if needed. An early checkin or late checkout is prohibited without prior approval from management.brbr★ KEYLESS ENTRY ★brWe offer a keyless entrance and will provide you with the door code to enter the house upon check-in. Our guests can checkin at their own leisure anytime after checkin time.brbrWe will be accessible 24/7 for our guests via phone, text, or the VRBO platform.brExpect a quick and prompt response. We give our guests space but are available for every inquiry.brbrContact us now so we can begin arranging your perfect vacationbrbrOther than the already mentioned amenities, our home is also equipped with the following:brbr✔ High-Speed Cable Bahamas 400 Mbps Wi-Fibr✔ Self Check-In br✔ Air Conditioningbr✔ Iron/Boardbr✔ Free ParkingbrbrLet's take a more detailed look at our rich amenity list.br br★ LIVING AREA ★brIt immediately feels like home! Sit back, relax on the comfy couch, put your legs up, watch a blockbuster, or discuss your upcoming activities. 45” TVbrbr★ KITCHEN & DINING ★brThe kitchen is complete and features modern appliances suitable for making meals, breakfast or quick snacks.br br✔ Microwavebr✔ Toasterbr✔Gas Rangebr✔ Coffee Makers both drip and keurigbr✔ Refrigerator/Freezerbr✔ Sink - Hot & Cold Waterbr✔ Traysbr✔ Glassesbr✔ Silverwarebr✔ Pots & Pansbr br★ BATHROOM ★brThe home features a full bathroom with essential toiletries to ensure a carefree stay.br br✔ Tub and Shower br✔ Vanitybr✔ Mirrorbr✔ Toiletbr✔ Hair Dryerbr✔ Essential ToiletriesbrbrDon't hesitate to ask any questions you might have. We are happy to assist. brHappy Travels!brbrRECENT TESTIMONIALS FROM OUR GUEST BOOK:br(These reviews are from guests who did not rent through VRBO and could not review on the VRBO platform)brbrThis is the property to stay if you want an authentic Bahamian experience and all the comforts of home .brThe host Donna and Harry are wonderful people who are very integrated and loved in this beautiful little town.brThe house is very well equipped, beds are comfortable, air conditioning excellent and they have their own waterbrsupply Incase the water goes offbr( which happens on this island ).brThe location is perfectly situated with a great view of the ocean and fishing dock . A large patio overlooks it all the excitement when they bring in the days catch . You can get your fresh fish and cook it while watching a amazing sunset or if you don’t feel like cooking you can walk to one of the great places to eat with reasonable priced local food . brIt also close to many great beaches and other attractions.brIf you feel hesitant at all to stay in town with the locals ,no need to here ,they are friendly and very welcomingbrAs a woman who travel alone to many places ,I must say in Eleuthera I feel TOTALLY safe .brAlso having the host right next door is a huge bonus if you need anything , or even just informationbrI will absolutely stay here again next time . I LOVE this place !!brThank you for having mebrTammy brMarch 2021brbrbrThe most beautiful holiday we spent. Adventure pure plus this lovely home.brThanks a lot.brDoniebrGermanybrbr25 hour flight to get here and worth it! Eleuthera bears it’s name well given the feeling we had here…… Thanks for your kindness during our stay, the Wahoo was delicious, the surf fantastic, and everyone so friendly and relaxed.brHen & EdbrHong KongbrbrbrEleuthera, a paradise on Earth!brMaxencebrFrancebrbrSickest trip ever! Loved the caves and the blue water and the waves. Hope to be back soon.brJohnbrNaplesbrbrFun people, good waves, great weather, how could it get any better. My trip to Eleuthera was one of the greatest trips ever.brHunterbrFt. LauderdalebrbrWe had a great time in Eleuthera! Your cottage is amazing and everyone in Town is so friendly! The surf was fun, the caves were creepy, and the Pirates Revenge really does make everything taste better! We hope to make it back one day.brCurt and BrucebrMiamibrbrWhat a place and what people! Had such a good time here in Eleuthera and hope to come back for sure. Harry is the perfect host and knows the Island really well.brEdbrCornwell, UKbrbrI’ve heard hundreds of stories about all the characters down here, how amazing the water is, the conch fritters, etc. and it turned out better! The Wilson’s made our trip wonderful. There were so many firsts for me. Hope this isn’t the last time…… don’t want to leave. Loved every minute! brLindseybrEncinitas, Ca.brbrI have to say this place is amazing…… the stress free way of life is awesome.br10 days was NOT ENOUGHbrRob & LizbrLewes, De.brbrbrKeywords: Beach House, Classic Bahamian Home, Surf House, Fishing Cabin, Adventure Headquarters
Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps

Home Most popular vacation rentals in Gregory Town

Most Popular Cities in Eleuthera