Vacation rentals with a pool in Caraguatatuba

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Top-rated rentals with a pool in Caraguatatuba

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Loft in São Sebastião

4.92 out of 5 average rating, 166 reviews

Casa cond. Vista marToqToq Grande, São Sebastião

Located in a closed condition in the Toque-Toque Grande neighborhood of São Sebastião/SP, between the beaches of Guaecá and Maresias, with access to the beach by a trail where you will walk in contact with the exuberant nature of the place, the house offers excellent accommodation and complete infra for your family and friends. In addition to two bedrooms, two bathrooms, integrated living room with kitchen, air-conditioning in all environments and the fully equipped kitchen, from the balcony you can enjoy an amazing view of the beach.

May 10 – 17

G$16,631 GYD per night

Guest favorite

Bungalow in Curral

4.96 out of 5 average rating, 159 reviews

Your stay in the best condominium in Ilhabela!

Paradisiacal condominium! A condominium with more than 140,000 meters of nature on the trendiest beach on the island, which has full leisure (swimming pool, fitness center, sauna, playground, game room, TV room, transportation, etc.), comfort and very good taste for you, your family and friends. The condominium offers an exclusive space for guests at Curral Beach, with all the comfort, amenities and support you deserve. In addition to being on a beautiful island, you will literally be in paradise!

Oct 16 – 23

G$21,809 GYD per night

Guest favorite

Home in Condomínio Verde Mar

4.89 out of 5 average rating, 91 reviews

Casa de Arquiteto no Morro da Cocanha

In a gated community, this house was made by a very special architect called Dedé. It is an excellent home for friends and family. Perfect for those who like to cook, have comfort and admire one of the most beautiful landscapes in the world! I spent many of my best moments of my life here. She has her own poetry. You need to experience to feel what I'm trying to describe here. I'm a suspect, I know, but I recommend the experiment. The house is also the setting of the book The People Charmer. =)

Jul 11 – 18

G$13,670 GYD per night

Guest favorite

Condo in Ilhabela

4.91 out of 5 average rating, 136 reviews

Casas D'Água Doce - Casa Cachoeira.

Full house on paradisiacal land of 7,000m² with other 9 houses for independent and private couple. Casa Cachoeira has a large room with air conditioning, Wifi and Smart TV, very complete kitchen with everything you need for a perfect stay, bathroom with gas shower, hair dryer overlooking the waterfall, and spacious balcony facing the waterfall (natural waterfall) that harmonizes the environment with the sound of the waters! It's an immersive experience with top-notch comfort!

Sep 4 – 11

G$25,427 GYD per night

Guest favorite

Tiny home in Praia de São Francisco

4.94 out of 5 average rating, 139 reviews

Ap Canto da Mata (panoramic ocean view)

The Canto da Mata apartment has an equipped kitchen, a bathroom, an outdoor environment with a folding table for home office, a barbecue grill, a own garden and A PRIVATE hydromassage with a sea view. The apartment shares spaces with the other apartments offered by Canto da mata: parking, swimming pool, Jacuzzi, gazebo, deck, sofas, gourmet area with refrigerator, cooktop, barbecue, wood oven and dining table. All with a beautiful view of the São Sebastião canal and Ilhabela!

Jun 26 – Jul 3

G$20,130 GYD per night

Guest favorite

Tiny home in Praia de São Francisco

4.95 out of 5 average rating, 111 reviews

Studio Canto da Mata

The studio has a unique view from the entrance door, and in all rooms, bed, shower and to complete the view in the exclusive hot tub on the breathtaking private deck. All to make your trip unforgettable! In addition to the wonderful shared space with heated infinity swimming pool, Jacuzzi, sunbathing deck and gazebo to relax. Game room with billiard billiard, ping pong and cards. The entrance is shared and the path to the studio is through the pool area and shared deck.

Jul 11 – 18

G$31,242 GYD per night

Guest favorite

Home in Caraguatatuba

4.9 out of 5 average rating, 112 reviews

Great Caragua house with Alexa,Netflix,Swimming pool,Wifi

Cozy house with ALEXA, pool, barbecue and outdoor shower, just one block from Martim de Sá beach and a 10-minute walk from Prainha. The house has high speed Wi-Fi (200Mb), TV with Netflix and ceiling fans in all rooms and living room. The kitchen is equipped with everything you need. The house sleeps up to 10 people, with parking for 4 cars. Balcony with hammock to relax and enjoy the proximity to kiosks, supermarkets, ice cream shops, waterfront bars and bike path.

Feb 4 – 11

G$17,887 GYD per night

Guest favorite

Chalet in Piúva

5.0 out of 5 average rating, 124 reviews

Perfect chalet with spectacular view in Ilhabela

Jana Ilhabela lookout Differentiated accommodation ideal for people who love it, seeking privacy, tranquility and comfort. The details make the place extremely welcoming and cozy, providing a comfortable stay. There are only 6 units, 2 chalets (this listing) and 4 fully private houses with a hot tub. From all the rooms of the chalet there is views of the sea and is breathtaking and we are surrounded by a large environmental preservation area with lots of greenery.

Oct 26 – Nov 2

G$17,482 GYD per night

Guest favorite

Home in São Sebastião

4.93 out of 5 average rating, 105 reviews

House in front of the sea, swimming pool

Casa is located in Praia do Pontal da Cruz (see through the Waze App, as Google Map recognizes it as Praia do Partido, but the address is right). Large single-story house with land of 2000 m2, facing the sea. Pool with depth for all children and adults, beautiful garden with coconut trees and beachside trees and poolside barbecue. Fast boat trips access to Ilhabela and beaches near São Sebastião (to be arranged).

Sep 17 – 24

G$58,987 GYD per night

Guest favorite

Condo in Prainha

5.0 out of 5 average rating, 72 reviews

Apt foot in the sand - Cinematic view!

Sand-foot apartment for up to 6 people in a full and very familiar condominium. It offers comfort for up to 6 people, the condominium has two pools, rest area with Wi-Fi, game room, and is still next to a market with bakery and butcher shop, perfect for those who like to eat a hot bread for breakfast. The balcony of the apartment has a view of the beach, pool of the condominium and the stone of the Alligator.

Jul 13 – 20

G$16,185 GYD per night

Guest favorite

Apartment in Praia de São Francisco

4.88 out of 5 average rating, 177 reviews

Cottage Canto da Mata

Follow our photos on our insta @chalecantodamata Wonderful, individual chalet, inside the property of the hosts; with individual barbecue, individual hydromassage, bathroom, bedroom with King size bed +1 sofa bed for 2 people; in the São Francisco neighborhood, close to the beautiful beaches of the north coast of São Paulo, facing Ilhabela, overlooking the sea and the mountains.

Sep 30 – Oct 7

G$23,309 GYD per night

Guest favorite

Home in Ubatuba

4.97 out of 5 average rating, 116 reviews

Praia da Fortaleza, wonderful house, foot in the sand

The house is in Praia da Fortaleza, facing the sea, standing on the sand, on a very large lot of land, surrounded by lots of greenery, trees and lots of privacy in a beautiful high-end house with all comfort. It is a single-story house, beautiful, and the outside area is a true paradise. The house is perfect for couples and families (with kids).

May 21 – 28

G$84,119 GYD per night