Hotels logo

Hotels with a Pool in Santa Cruz

October 2026
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Hotels with a Pool in Santa Cruz

A pool area with white metal chairs and tables, surrounded by potted plants and umbrellas.
A room with a piano, a table with books, a candelabra, and a staircase.
A hotel with a stone facade, wooden balconies, and a sign that reads "HOTEL VENDIMIO".
A wooden building with large windows and a covered patio area with chairs and a table.

1. Hotel Boutique Vendimia Premium

Hotel Boutique Vendimia Premium
Santa Cruz
  • Children's pool
$49
$49 total
Oct 25 - Oct 26
Hotel Boutique Vendimia Premium
A swimming pool with a tiled deck, surrounded by greenery and a metal fence.
A traditional building with a tiled roof, a welcoming sign, and a large glass door.
A rustic dining area with wooden tables and chairs, large windows, and potted plants.
A cozy bedroom with a large bed, two chairs, a small table, and a chandelier.

2. Hotel Vendimia Parador

Hotel Vendimia Parador
Santa Cruz
  • Outdoor pool
  • Indoor pool
  • Pool umbrellas
$49
$49 total
Oct 25 - Oct 26
Hotel Vendimia Parador
A pool area with two people sitting by the pool, surrounded by wooden barrels and a chair under a white umbrella.
A hot tub in a vineyard setting with a wooden deck and a wooden fence in the background.
A spacious dining area with wooden tables and chairs, large windows offering views of greenery, and a rustic ceiling with exposed beams and hanging light fixtures.
A building with a rustic wooden exterior, a covered entrance, and a well-maintained lawn.

3. Hotel Cava Colchagua

Hotel Cava Colchagua
Santa Cruz
  • Outdoor pool
  • Pool loungers
  • Full-service spa
$139
$139 total
Sep 30 - Oct 1
Hotel Cava Colchagua
A nighttime view of a hotel with multiple illuminated rooms and a swimming pool reflecting the lights.
A spacious living room with two sofas facing a large window overlooking a garden.
A multi-story hotel with balconies, large windows, and a swimming pool in the foreground.
A wooden deck with a view of a forest and mountains.

4. La Perla Hotel

La Perla Hotel
Santa Cruz
  • Pool loungers
$78
$78 total
Sep 30 - Oct 1
La Perla Hotel
A pool area with a thatched-roof structure, palm trees, and a staircase leading to an upper level.
A cobblestone courtyard with a yellow building, a wooden door, and a signpost with directions to various locations.
A hotel room with a bed, a sofa, a wooden coffee table, a lamp, and a picture on the wall.
A multi-story hotel with balconies, a ground-level entrance, and a sign indicating it is a hotel.

5. Santa Cruz Plaza

Santa Cruz Plaza
Santa Cruz
  • Outdoor pool
  • Pool loungers
  • Full-service spa
$140
$140 total
Sep 30 - Oct 1
Santa Cruz Plaza
A pool area with a table and chairs, surrounded by a tiled deck and a covered patio.
A spacious room with a grand piano, a comfortable armchair, and a dining table with a vase of flowers.
A building with a paved entrance and stone walls, illuminated by warm lights.
A room with a large glass door leading to an outdoor area, a small table with a lamp, and a decorative plant.

6. Hotel Boutique Grand Cru

Hotel Boutique Grand Cru
Santa Cruz
  • Outdoor pool
$93
$93 total
Oct 1 - Oct 2
Hotel Boutique Grand Cru
A large swimming pool with a building featuring a tiled roof and columns in the background.
A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.
A long dining table set with chairs, a mural with text and a portrait, and a chandelier.
A covered balcony with terracotta tiles, potted plants, and a view of a swimming pool and vineyard.

7. TerraViña

TerraViña
Santa Cruz
  • Outdoor pool
  • Pool loungers
$180
$180 total
Sep 30 - Oct 1
TerraViña
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A modern bathroom with a glass-enclosed shower, a white toilet, and a wooden vanity with a large mirror.
A garden pathway leading to a house with a wooden exterior and a porch.
A garden pathway leading to a building with a reception sign.

8. Casa Calfu

Casa Calfu
Santa Cruz
  • Outdoor pool
  • Pool loungers
$81
$81 total
Oct 4 - Oct 5
Casa Calfu
A modern outdoor pool area with lounge chairs, a covered patio, and a brick pool.
A bedroom with a bed, pillows, a patterned blanket, and three wall-mounted decorative plates.
A dining area with wooden tables, chairs, and a variety of food items. There are ceiling fans and a chandelier.
A modern building with a tiled roof and large windows, surrounded by a grassy field and trees.

9. Noi Blend Colchagua

Noi Blend Colchagua
Palmilla
  • Poolside bar
  • Pool loungers
  • Hot tub
$167
$167 total
Sep 30 - Oct 1
Noi Blend Colchagua
A person sitting by a pool with a drink, a glass of water, and a snack tray.
A well-maintained garden with a gravel path leading to a building with warm lighting.
A cozy living room with a fireplace, wooden furniture, and a chandelier.
A hotel room with a wooden table, two bedside tables, a sofa, and a bed.

10. Hotel Viña La Playa

Hotel Viña La Playa
Peralillo
  • Outdoor pool
  • Pool loungers
  • Full-service spa
$223
$223 total
Oct 3 - Oct 4
Hotel Viña La Playa
A wooden deck with a pool, lounge chairs, and umbrellas overlooking a lake with mountains in the background.
A bedroom with a large bed, a desk, and a chair, with a view of mountains and a lake.
A modern building with a unique architectural design, featuring a large, curved roof structure and a well-lit interior.
A modern bedroom with a large bed, a sofa, a small table, and a desk. The room has large windows offering a view of mountains and trees.

11. Vik Chile

Vik Chile
San Vicente
  • Outdoor pool
  • Pool loungers
  • Hot tub
$769
$769 total
Oct 18 - Oct 19
Vik Chile
A person relaxing by a poolside chair reading a book.
A wooden wine rack with bottles, a wine bottle in a bucket, and a glass of red wine on a table.
A covered outdoor area with a brick pathway, wooden columns, and greenery.
A brick archway with a metal gate leading into a lush garden with various plants and a tree.

12. Hacienda Histórica Marchigüe

Hacienda Histórica Marchigüe
Marchihue
  • Poolside bar
  • Pool loungers
$198
$198 total
Sep 30 - Oct 1
Hacienda Histórica Marchigüe
See more properties

Discover your perfect hotel with a pool in Santa Cruz

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Santa Cruz

A pool area with a thatched-roof structure, palm trees, and a staircase leading to an upper level.
A cobblestone courtyard with a yellow building, a wooden door, and a signpost with directions to various locations.
A conference room at Hotel Santa Cruz with rows of chairs, a carpeted floor, wooden beams, and chandeliers.
A hotel room with a bed, a sofa, a wooden coffee table, a lamp, and a picture on the wall.

Santa Cruz Plaza

Santa Cruz Plaza
Santa Cruz
$140
$140 total
Sep 30 - Oct 1
Santa Cruz Plaza
A pool area with two people sitting by the pool, surrounded by wooden barrels and a chair under a white umbrella.
A hot tub in a vineyard setting with a wooden deck and a wooden fence in the background.
A building with a rustic wooden exterior, a covered entrance, and a well-maintained lawn.
A spacious dining area with wooden tables and chairs, large windows offering views of greenery, and a rustic ceiling with exposed beams and hanging light fixtures.

Hotel Cava Colchagua

Hotel Cava Colchagua
Santa Cruz
$139
$139 total
Sep 30 - Oct 1
Hotel Cava Colchagua
A wooden building with large windows and a covered patio area with chairs and a table.
A room with a piano, a table with books, a candelabra, and a staircase.
A pool area with white metal chairs and tables, surrounded by potted plants and umbrellas.
A hotel with a stone facade, wooden balconies, and a sign that reads "HOTEL VENDIMIO".

Hotel Boutique Vendimia Premium

Hotel Boutique Vendimia Premium
Santa Cruz
$49
$49 total
Oct 25 - Oct 26
Hotel Boutique Vendimia Premium
A nighttime view of a hotel with multiple illuminated rooms and a swimming pool reflecting the lights.
A spacious living room with two sofas facing a large window overlooking a garden.
A multi-story hotel with balconies, large windows, and a swimming pool in the foreground.
A wooden deck with a view of a forest and mountains.

La Perla Hotel

La Perla Hotel
Santa Cruz
$78
$78 total
Sep 30 - Oct 1
La Perla Hotel
A traditional building with a tiled roof, a welcoming sign, and a large glass door.
A rustic dining area with wooden tables and chairs, large windows, and potted plants.
A traditional house with a tiled roof, a garden with a large pot and a wheelbarrow, and a well-maintained lawn.
A room with a brick fireplace, a table with a lamp, and various decorative items.

Hotel Vendimia Parador

Hotel Vendimia Parador
Santa Cruz
$49
$49 total
Oct 25 - Oct 26
Hotel Vendimia Parador
A pool area with a table and chairs, surrounded by a tiled deck and a covered patio.
A spacious room with a grand piano, a comfortable armchair, and a dining table with a vase of flowers.
A building with a paved entrance and stone walls, illuminated by warm lights.
A room with a large glass door leading to an outdoor area, a small table with a lamp, and a decorative plant.

Hotel Boutique Grand Cru

Hotel Boutique Grand Cru
Santa Cruz
$93
$93 total
Oct 1 - Oct 2
Hotel Boutique Grand Cru
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A dining area with multiple tables set for breakfast, featuring white tablecloths, wooden chairs, and various breakfast items.
A garden pathway leading to a house with a wooden exterior and a porch.
A garden pathway leading to a building with a reception sign.

Casa Calfu

Casa Calfu
Santa Cruz
$81
$81 total
Oct 4 - Oct 5
Casa Calfu
A large estate with multiple buildings, a swimming pool, and extensive vineyard fields.
A large swimming pool with a building featuring a tiled roof and columns in the background.
A woman walking through a vineyard path with a building in the background.
A long dining table set with chairs, a mural with text and a portrait, and a chandelier.

TerraViña

TerraViña
Santa Cruz
$180
$180 total
Sep 30 - Oct 1
TerraViña
View all properties

Top landmarks in Santa Cruz

Lapostolle Clos Apalta Winery

9.4/10 (21 reviews)
Travelers might want a tour of Lapostolle Clos Apalta Winery, just one of the places to visit, and located 5.3 mi (8.5 km) from central Santa Cruz.
See properties

Casino Colchagua

8.0/10 (6 reviews)
Casino Colchagua is 1.4 mi (2.2 km) from central Santa Cruz, why not stop by during your stay.
See properties

Colchagua Campo y Vino

9.4/10 (3 reviews)
Colchagua Campo y Vino is 1.4 mi (2.2 km) from central Santa Cruz, why not stop by during your stay.
See properties

Laura Hartwig Winery

9.0/10 (17 reviews)
Travelers might want a tour of Laura Hartwig Winery, just one of the places to visit, and located 0.8 mi (1.3 km) from central Santa Cruz.
See properties

Bodega Viña Viu Manent

10.0/10 (1 review)
Travelers might want a tour of Bodega Viña Viu Manent, just one of the places to visit, and located 3.4 mi (5.4 km) from central Santa Cruz.
See properties

Museo de Colchagua

9.6/10 (24 reviews)
The center of Santa Cruz is home to cultural attractions like Museo de Colchagua, so you might want to stop by during your stay. If you want to experience more of the culture Santa Cruz has to offer, head to Laura Hartwig Winery, Casino Colchagua, and Colchagua Campo y Vino.
See properties

Plaza de Armas

8.2/10 (34 reviews)
If you're planning a bit of sightseeing during your trip, head to Plaza de Armas— just one of the monuments in central Santa Cruz.
See properties

About the destination

Santa Cruz is a relaxing city where you can spend time checking out the local cuisine and the wine tasting. Simply book a local tour to enjoy your stay a little more. Plan a fun excursion to Lapostolle Clos Apalta Winery and Laura Hartwig Winery while here. And while you're here, be sure to stop by Casino Colchagua and Colchagua Campo y Vino.