
Guesthouse vacation rentals in Florida
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Top-rated guesthouse rentals in Florida
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Artist A frame in Paradise Casa Mandala #1
Reconnect with nature at this funky unforgettable escape. This is a stand alone 10x12 A frame structure next to small main house. The restroom and shower are outdoor but private. There is hot water in shower. Large outdoor shower room with rain and regular shower heads. Ac in room is super cold. Queen bed with foam mattress Owner lives full time on property for any needs. The reviews speak for themselves about my property have an unique experience that still feels safe peaceful and comfortable.

Esperanza Penthouse with a view (Unit 5)
Our recently renovated Penthouse is setup with 2 queen size beds, has a full kitchen combined with living/dining, & a bathroom. The side doors open to a spacious patio. Its only a 7-10 minute walk to the Malecon (the main tourist strip) in Esperanza and is close to the Green Store so you can pick up supplies. We have the fastest wifi that we could get on the island, so guests can stay connected. Tropical gardens on first floor with a mango tree. Brand-new, upgraded Air Conditioner in this unit!

2 Blocks 2 Ferry - twin beds on lighthouse point
Top Ten features past guests loved; 1) no need to rent a vehicle for 1-2 day stay. Located 2 blocks from ferry and public transportation. 2) considered a safe neighborhood 3) ocean on two sides 4) you can hear the waves 5) personal greeting by experienced hostess. 6) Guestbook with money saving tips 7) luggage lockers available for early arrivals late departures 8) a walkable town beach 9) well stocked, includes beach chairs, coolers and beach towels 10) restaurants and shops a short walk

Villa 3 Flamenco Beachfront Villas
Discover the hidden gem of Flamenco Beach on Culebra Island. Enjoy crystal-clear turquoise waters, protected coral reefs, and powdery white sand, perfect for snorkeling, swimming, and sunbathing. Relax in the tranquil bay, surrounded by miles of pristine shoreline and breathtaking views. Whether you're seeking adventure or relaxation, Flamenco Beach is the ultimate escape from the daily grind. Join us in paradise and discover why it's one of the Caribbean's most sought-after destinations.

Orita: Designer Studio with Art at Playa Negra
Artsy, rustic, jungly and secluded. Private studio suite with gorgeous black tub& rain shower, kitchen & outdoor patio on Vieques’ South side, 1.5 miles from Esperanza's restaurants and activities. Located on the lush grounds of Oro Gallery at Playa Negra's entrance, Vieques' only black sand beach. Relax in a queen size bed surrounded by art, or explore our gallery, tropical grounds, and courtyard. Cook in your small, well-appointed kitchen and enjoy the sunset views from outdoor patio.

Tropical Tranquil Setting - Casita Beija Flor
There is no better place to relax and rejuvanate then in the privacy of your lovely Spanish style casita. Casita Beija Flor was designed with comfort and style in mind. The casita is situated on 4 lush private acres surrounded by vegatation and flowers. It is in the neighborhood of Destino, Vieques. The mid-island location is within easy reach of the towns of Isabel and Esperenca as well as close to the entrance of the stunning Navy beaches. Shopping and restaurants are also close by.

Casa San Juan Guesthouse Room D
Enjoy a stylish experience at this centrally-located place. Beautiful well maintained house in downtown Vieques. One of the best locations in Vieques. Just 8min walking from ferry terminal. Next to La Viequense Bakery and Scooters for Rent. Walk distance from Sea Glass beach, restaurants, markets and pharmacy. Private bedroom and private bathroom with shared dining, living room and spacious balcony. Room is well equipped with bath and beach towels, blankets, pillows, WiFi, Disney plus.

Walking Distance Las Pailas River - Near El Yunque
Escape to the heart of Puerto Rico’s lush countryside and immerse yourself in the rhythms of nature. Our property offers a unique opportunity to experience life as it’s truly lived in the island’s rural settings. This is more than a stay—it’s an adventure! Just a 5-minute walk away, you’ll find a private river perfect for a refreshing dip or peaceful reflection. Surround yourself with the charm of farm life, where chickens roam freely and the air carries the scent of nature’s bounty.

At The Waves - Oceanfront -Upper 2 beds/2 baths
At The Waves is a beautiful beachfront rental villa complex located in Santa Maria Playa, next to the north shore garden district of Bravos de Boston and Isabel Segunda. We have 5 units in total. This unit is the upper 2 bedrooms/2 bathrooms in Casa Las Olas. The master bedroom has a King size bed and an on suite bathroom with a spacious closet. It has a wrap around porch ocean front with views of the island of Culebra and El Yunque on the main island of Puerto Rico.

Magnolia Esperanza Cottage
As seen on HGTV! Enjoy life as a local at Casita Magnolia. Let our cozy studio be your home base for experiencing the delights that Vieques has to offer - secluded beaches, Bio Bay, snorkeling with sea turtles. Start with your morning coffee in the shady, secluded gazebo and plan your adventures for the day. Meals can be prepared in the full kitchen, or savor local foods nearby. Enjoy the sights and sounds of this beautiful quirky small island.

Orchindeas
A house without luxuries, but clean and safe, half a block from all the shops and restaurants in Esperanza. 1 large bedroom with a queen size bed and 2 single bunk beds and air conditioning. Here are the pros: - Walking distance to everything you need, supermarkets, tours of the bioluminescent bay, Playa Sun Bay, shops and restaurants of the Malecón. -property safe -private house and patio with hammock

Casa Iguana
A peaceful 1-bedroom studio surrounded by the beautiful island scenery of Vieques, Puerto Rico. With just a 15-minute drive to the beautiful white sandy beaches where you can swim and enjoy snorkeling with the family. Located centrally Villa Borinquen, 10-minute drive to Malecon, where you can enjoy the local restaurants while enjoying the view of the Caribbean Ocean.
Popular amenities for Florida guesthouse rentals
Family-friendly guest house rentals

Waterside Inn Room, restaurant on premises

Waterside Inn Room, restaurant on premises

Vieques Tropical Guest House / Room 10 Sun Bay

Waterside Inn Room, restaurant on premises

The Perfect Stay in Puerto Rico!

Apt. # 2 La Romana Apartments

Vieques Tropical Guest House / Room 7 Playuela

Apt #4 (Studio) La Romana Apartments
Guest house rentals with a patio

Studio @ Casita San Rafael

Casa Olga

“Cozy Couples Oasis”, clean , safe and well-loved.

Manantial Apartments

Tropical Studio. Near Beach & Airport, Remodeled

Sunrise Cottage - Secluded, Romantic, Private

La Terraza Norte - private apt. & parking Carolina

5 minute from the airport, sleep 4, 2 Bedroom,
Guest house rentals with a washer and dryer

N1 Cacique | 3bedroom 2bth | Ocean Park Beach

Steps from the Beach! Great value for your money

🏝The White Tropical House - BEACHFRONT🏖

*Beautiful and quiet apartment with King Size Bed*

Villa del Carmen Apartments 1 Don Yeyo

Rain Forest Casita, by El Yunque, King Size Bed!

Luxury Beachside Home in Prime Condado | Unit 2

Aquarella Beach Front
Destinations to explore
- Punta Cana Vacation rentals
- San Juan Vacation rentals
- Santo Domingo De Guzmán Vacation rentals
- Las Terrenas Vacation rentals
- Santo Domingo Este Vacation rentals
- La Romana Vacation rentals
- Bayahibe Vacation rentals
- Juan Dolio Vacation rentals
- Carolina Vacation rentals
- Culebra Vacation rentals
- Samana Vacation rentals
- Saint Thomas Vacation rentals
- Apartment rentals Florida
- Waterfront rentals Florida
- Beachfront rentals Florida
- Villa rentals Florida
- Rentals with outdoor seating Florida
- Pet-friendly rentals Florida
- Family-friendly rentals Florida
- House rentals Florida
- Rentals with beach access Florida
- Rentals with a patio Florida
- Rentals with pools Florida
- Rentals with a washer and dryer Florida
- Guesthouse rentals Puerto Rico
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Liquillo Beach
- Coki Beach
- Oppenheimer Beach
- Praia de Luquillo
- Distrito T-Mobile
- Peter Bay Beach
- The Saint Regis Bahia Golf Course
- Gibney Beach
- Secret Harbor Beach
- Caneel Bay Beach
- Playa Sun Bay
- Carabali Rainforest Park
- Rio Mar Village
- Coco Beach Golf Club
- Playa Maunabo
- Playa Puerto Real
- Playa el Convento
- Punta Bandera Luquillo PR
- Trunk Beach