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Osa Peninsula vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Osa Peninsula

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

Guest favorite

Cabin in Drake Bay

4.92 out of 5 average rating, 106 reviews

ll Cabin near the beach with AC Tico-Gringo

We are conveniently located just steps from downtown Drake Bay and minutes from the beach. The cabin is available for up to 4 people, comfortably furnished with 1 double bed, and 1 bunk bed, a personal bathroom, electric stove, refrigerator, dining table and chairs. Unit in each bedroom, balcony, and lots of natural light. Free Wi-Fi, A / C. We offer you to make your reservations for any tour at no additional cost, including transportation by our trusted tour operator, all guests are welcome.

Dec 14 – 21

G$13,357 GYD per night
Guest favorite

Home in Puerto Jiménez

4.97 out of 5 average rating, 31 reviews

Casa Ranas - Osa, 32-acres, wildlife photography

This gorgeous property is situated in an acre of lovely garden with big trees, lawns, and 3 ponds from which emanates an amazing chorus of frogs every evening. The land then extends back towards Corcovado with 32 acres of rainforest, with a range of mammals in it. Sitting on the veranda, the rainforest is right there and usually monkeys or birds to see, moving about. Feb-Apr '24, guests can participate in 1-2-1 photog workshops on the property, with Jim, @50% normal rate. Pls ask for details.

Apr 28 – May 5

G$26,125 GYD per night
Guest favorite

Ranch in Osa

4.94 out of 5 average rating, 161 reviews

Finca Manglar-boat, horses, pool, tours included

FM is a private 65 acre Oasis. It is best for adventurous spirit travelers & Families willing to explore what Osa, CR has to offer. In this luxury, rustic rainforest retreat you will truly get away from it all and will breathe peace & tranquillity in a beautiful home with expectacular gardens and FREE Guided tours. Including a boat to fish, visit the beach, mangrove tour, tubbing, horseback riding, kayaking, hiking the waterfall or just relax by the NEW indoor or outdoor pool with Wi-Fi.

Sep 30 – Oct 7

G$43,867 GYD per night

Popular amenities for Osa Peninsula vacation rentals

Other great vacation rentals in Osa Peninsula

Guest favorite

Cottage in Puerto Jiménez

4.94 out of 5 average rating, 16 reviews

Offgrid Luxury Romantic getaway.

May 31 – Jun 7

G$22,707 GYD per night
Guest favorite

Cabin in Drake Bay

4.93 out of 5 average rating, 27 reviews

seaclusion house

May 31 – Jun 7

G$26,944 GYD per night
Superhost

Home in Puerto Jimenez

4.91 out of 5 average rating, 74 reviews

Beach house in a unique spot

Mar 9 – 16

G$75,268 GYD per night
Superhost

Bungalow in Peninsula de Osa, Cabo Matapalo

4.93 out of 5 average rating, 58 reviews

Four Monkeys Eco Lodge Jungle & Beach - Howler

Aug 14 – 21

G$21,505 GYD per night
Guest favorite

Home in Puerto Jiménez

4.91 out of 5 average rating, 35 reviews

Incredible brand new treehouse beachfront home

Jun 16 – 23

G$27,639 GYD per night
Superhost

Home in Playa Carbonera

5.0 out of 5 average rating, 10 reviews

Cute Cabaña on 3 Beachfront Acres, Playa Carbonera

Mar 3 – 10

G$31,394 GYD per night
Guest favorite

Vacation home in Provincia de Puntarenas

4.94 out of 5 average rating, 52 reviews

Kraken Cabin A/C hot water by the River and Bay.

Jun 8 – 15

G$22,588 GYD per night
Guest favorite

Bungalow in Cabo Matapalo de Puerto Jimenez

5.0 out of 5 average rating, 33 reviews

6 Peces Beachhouse

Apr 21 – 28

G$119,473 GYD per night
Guest favorite

Tower in Cabo Matapalo

5.0 out of 5 average rating, 39 reviews

Unique Jungle Tower close to Matapalo Beach

Feb 27 – Mar 6

G$25,794 GYD per night
Guest favorite

Villa in Provincia de Puntarenas

4.93 out of 5 average rating, 57 reviews

Jaspis - Achiote Design Villas

Nov 4 – 11

G$120,397 GYD per night
Guest favorite

Home in Osa

4.96 out of 5 average rating, 24 reviews

A Splash of Coastal Elegance

Oct 15 – 22

G$142,596 GYD per night
Guest favorite

Home in Puerto Jimenez

4.97 out of 5 average rating, 68 reviews

Osa Beach Jungle Paradise!

Jul 29 – Aug 5

G$34,536 GYD per night

Other great vacation rentals in Osa Peninsula

Guest favorite

Bungalow in Only 3 min walk to the beach!

5.0 out of 5 average rating, 77 reviews

SOLA VISTA - Casa Ola 360° Ocean & Jungle View!

Jan 24 – 31

G$35,483 GYD per night
Guest favorite

Home in Puerto Jiménez

5.0 out of 5 average rating, 29 reviews

Beautiful Backwash Bay Villa

Nov 30 – Dec 7

G$159,638 GYD per night
Guest favorite

Cabin in Drake Bay

4.95 out of 5 average rating, 57 reviews

Drake Bay beachfront cabina - La Joyita

Jan 16 – 23

G$32,258 GYD per night
Superhost

Home in Playa Sombrero

4.85 out of 5 average rating, 34 reviews

Secluded Beachfront & Rainforest Home @ Paz

Aug 1 – 8

G$64,250 GYD per night
Guest favorite

Guesthouse in Guadalupe de Puerto Jimenez

5.0 out of 5 average rating, 25 reviews

Rooted in LOVE rainforest casita Corcovado

Jun 29 – Jul 6

G$15,620 GYD per night
Superhost

Vacation home in Puerto Jiménez

4.88 out of 5 average rating, 49 reviews

Casa Amor, a beautiful stay near the ocean

Jan 3 – 10

G$24,159 GYD per night
Guest favorite

Home in Playa Zancudo

4.98 out of 5 average rating, 55 reviews

Unwind in paradise - private * beachfront *pool

Oct 25 – Nov 1

G$64,554 GYD per night
Guest favorite

Villa in Puerto Jiménez

5.0 out of 5 average rating, 12 reviews

Oasis Osa - Luxury in Nature - Beach Villas

Oct 20 – 27

G$44,654 GYD per night
Guest favorite

Cabin in Drake Bay

5.0 out of 5 average rating, 24 reviews

Luxury lodge cabin with pool, AC & breakfast

Feb 9 – 16

G$73,268 GYD per night
Guest favorite

Home in Puntarenas Province

4.98 out of 5 average rating, 50 reviews

Beach House at Pieza Paraiso

Sep 13 – 20

G$83,822 GYD per night
Guest favorite

Place to stay in Cabo Matapalo

4.97 out of 5 average rating, 35 reviews

In Matapalo, prime wildlife viewing, walk to beach

Mar 17 – 24

G$31,613 GYD per night
Superhost

Cabin in Pilon

4.93 out of 5 average rating, 14 reviews

Casita Kaimana+Jungle+Pool+Surf+WiFi+AC

Sep 28 – Oct 5

G$15,360 GYD per night

Destinations to explore