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Holiday houses in Guadalupe

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Top-rated holiday rentals in Guadalupe

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

Guest favourite

Guesthouse in San Antonio

4.98 out of 5 average rating, 152 reviews

Amazing City Views/Guest house Escazú (2 Guests+2)

GregoryRating, 5 stars2 months ago
Had a great time! Beautiful home, nice accomodations. Lots of rain, but it was the rainy season. Rodrigo is friendly and extremely helpful.
Guest favourite

Apartment in Escalante

4.96 out of 5 average rating, 228 reviews

Queen Bed Yogui Studio + Hot Tub

JanRating, 5 stars3 weeks ago
Definetly recommended! The appartment was very clean and the view is absolutely fantastic. Gabriel was a nice host and the communication was fast and good. In the surrounding area are a lot of bars and restaurants and it felt always safe to walk around.
Guest favourite

Apartment in Santa Ana

4.93 out of 5 average rating, 40 reviews

Tranquil Oasis: 1BR Retreat

MauricioRating, 5 stars2 weeks ago
Great, location, great host, easy check in, super fafe, clean , you’ll get everything you need, 100% recommended!
Guest favourite

Condo in Mata Redonda

4.95 out of 5 average rating, 84 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

JonathanRating, 5 stars2 days ago
The place looks just like the photos. Very good location.
Guest favourite

Apartment in San Rafael de Escazú

4.89 out of 5 average rating, 18 reviews

Upscale comfy in top-rated area

StephanieRating, 5 stars1 month ago
Fantastic location, great security, friendly neighbors. We were in town for medical procedure with our pets and this was the perfect place to prepare and recover before heading back home 4 hours away. The owners were quickly responsive to any questions and concerns and were a step ahead of us with feeling welcomed.
Guest favourite

Villa in Pilas, Alajuela Province,

4.93 out of 5 average rating, 180 reviews

Private Spacious Villa w/ Pool & Views near SJO

NateRating, 5 stars1 week ago
Great listing, great home
Superhost

Condo in Sabana

4.76 out of 5 average rating, 17 reviews

Wanderlust Wonderland: Work & Relax in Costa Rica

JoseRating, 5 stars2 months ago
Amazing place, our stay was short but sweet, I highly recommend this place. The rooftop is great to explore and is very close to a lot of local restaurants and other places of interest.
Guest favourite

Condo in Rohrmoser

4.92 out of 5 average rating, 132 reviews

Luxury, comfort and strategic location San José

JohnRating, 5 stars1 month ago
The apartment was beautiful, clean and spacious. The air conditioners in the rooms worked well. We had everything we needed - did not really cook - made coffee and eggs. The apartment faces a park and the building has a nice gym and pool. The apt is walking distance to a shopping plaza, small bars/coffee shops and also to the highway (with its pros and cons/noise). We would come back to Veronica's apt!
Superhost

Cabin in San Isidro

4.85 out of 5 average rating, 394 reviews

Mountain View Cabin Cabin

LuisRating, 5 stars2 days ago
Great place to stay and look at the city lights
Guest favourite

Loft in Curridabat

4.86 out of 5 average rating, 199 reviews

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

Valérie-AnneRating, 5 stars4 days ago
Nice studio with all the amenities you need. The city view is stunning. The pool on the top floor is a huge plus to the stay. Close to everything you need to see in San José.
Guest favourite

Apartment in Escalante

4.9 out of 5 average rating, 190 reviews

Amazing Private Terrace Flat A/C+Pool+Gym+100MB

KonstyantynRating, 5 stars1 month ago
Great host’s,great place,great location!!!
Guest favourite

Condo in San Rafael

4.84 out of 5 average rating, 19 reviews

3BR Home w/ AC & high speed internet near airport

AlRating, 5 stars1 week ago
The place was fantastic for what we needed. Walkable access to many great restaurants, a small grocery store that had plenty to work with, and a gym. Well outfitted kitchen, great WiFi and smart tv. Comfy beds. It’s in a gated community with several other clusters of condos, each with their own gate & security. Be prepared to tell security you are renting an Air B&B with the info that Michael sends you every time you come in. Michael’s communication was excellent and friendly. Very great value four our family of four! I

Popular amenities for Guadalupe holiday rentals

Stay near Guadalupe's top sights

Barrio Escalante190 locals recommend
Jade Museum272 locals recommend
National Museum Of Costa Rica186 locals recommend
Pre-Columbian Gold Museum133 locals recommend
Teatro Nacional Costa Rica127 locals recommend
Hospital La Católica12 locals recommend

Other great holiday rentals in Guadalupe

Guest favourite

Condo in Río Oro

4.87 out of 5 average rating, 62 reviews

Modern Lakeview Penthouse: Pool/Gym

RobertRating, 5 stars1 week ago
The condo is in a really really nice private and secure complex. It was very clean and nicely decorated. Comfortable beds and extra blankets. We will definitely stay here again!
Superhost

Place to stay in Montecito

5 out of 5 average rating, 4 reviews

Casa de Montaña 12 Hab. (+27 guests) Wifi+GYM

GianinaRating, 5 stars3 weeks ago
Quiet place spacious and clean we were very comfortable during the stay and we had a very nice time Thank you for your attention
Superhost

Condo in San José

4.72 out of 5 average rating, 131 reviews

Penthouse with incredible views of the city

TiffanyRating, 5 stars1 week ago
Marlene was very accommodating. We had to leave our other Airbnb. Marleny has. 2 night stay requirement and we only needed 1 night stay to head back to Jaco, she changed the requirements for us. We do not know Marleny at all. We had a group of 9 and she was just so nice and caring. We needed a hdmi cord for my son’s Xbox. She brought one right up to us. Thank you sooooo much. Everyone should book her home. Absolutely stunning the view is everything.
Guest favourite

Apartment in Mata Redonda

4.92 out of 5 average rating, 24 reviews

Blue Nun at 29's

VictorRating, 5 stars2 weeks ago
Everything perfect beautiful place has it all
Guest favourite

Apartment in La Uruca

4.86 out of 5 average rating, 22 reviews

The Relax Hub Downtown w/ AC 20 Min From Airport

ChristineRating, 5 stars2 days ago
the place is amazing everything you need to feel more ar home.they even have a great zen room .our host was always quick to respond and so nice.
Superhost

Townhouse in Alajuela

4.83 out of 5 average rating, 53 reviews

House in condominium. With pool, 2 bedrooms.

WilliamRating, 5 stars4 months ago
Very helpful and accommodating with a special request. I will definitely consider staying here again!
Superhost

Apartment in Rohrmoser

4.77 out of 5 average rating, 26 reviews

Penthouse apartment

EliotRating, 5 stars1 month ago
It's a beautiful one bedroom condo on the 23rd floor. In regards to safety it is card accessed. So your room key only allows you to access your own floor and the rooftop pool area. Her home is very tastefully decorated. Very clean . Balcony has nice view of the city. She provided 3 bags of chips along with 3 bottles of water. On the 24th floor is the roof top pool, barbecue area etc. I highly recommend checking it out. There's a great little coffee machine in the lobby, an Indian restaurant and a casual breakfast, lunch and dinner place within 200 feet of her home. I will stay her again. Eliot
Superhost

Apartment in San José

4.68 out of 5 average rating, 31 reviews

New mountain view 2 bedroom - amazing amenities.

MayalenRating, 5 stars1 week ago
Super clean. Gorgeous views. Host left us a bottle of wine and some treats which was lovely. Would definitely return!

Quick stats about holiday rentals in Guadalupe

  • Total rentals

    210 properties

  • Nightly prices starting at

    $16 AUD before taxes and fees

  • Total number of reviews

    5.1K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

Destinations to explore