Search Winter Gardens Villa Rentals from CA $234

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Browse Select Winter Gardens Villas

Jamul's Jewel: 9 ACRES,Hilltop,Heated Salt Pool,Spa,City & Mtn. Views,B-Ball Court,Grill,Horseshoes
Property grounds

Jamul's Jewel: 9 ACRES,Hilltop,Heated Salt Pool,Spa,City & Mtn. Views,B-Ball Court,Grill,Horseshoes

10.0 out of 10, Exceptional, (15)
"The location is nicely tucked in a nice neighborhood and very peaceful. "
The price is CA $234
CA $677 total
includes taxes & fees
Dec 30 - Dec 31
Jamul's Jewel: 9 ACRES,Hilltop,Heated Salt Pool,Spa,City & Mtn. Views,B-Ball Court,Grill,Horseshoes
Zen Resort 🏡 hilltop, heated Infinity Pool/Spa/Casita & 360° views ⛰ 🌅 🌆 🎆 !
Outdoor pool, a heated pool

Zen Resort 🏡 hilltop, heated Infinity Pool/Spa/Casita & 360° views ⛰ 🌅 🌆 🎆 !

10.0 out of 10, Exceptional, (7)
"Beautiful home, amazing time with family. Amazing views "
Zen Resort 🏡 hilltop, heated Infinity Pool/Spa/Casita & 360° views ⛰ 🌅 🌆 🎆 !
Newly Renovated Oceanfront 8BD/2 Houses w/ AC, Hot Tub, Firepit, & Huge Rooftop Deck!
Terrace/patio

Newly Renovated Oceanfront 8BD/2 Houses w/ AC, Hot Tub, Firepit, & Huge Rooftop Deck!

9.8 out of 10, Exceptional, (7)
"It’s right on the boardwalk and just near main street Santa Clara. You are walking distance to many bars, restaurants, shops, mini market and to the north is PB or to the South to Belmont with the rollercoaster, a gym, shops and activities. With 8 bedrooms and all are king beds, one full plus a pullout if needed."
Newly Renovated Oceanfront 8BD/2 Houses w/ AC, Hot Tub, Firepit, & Huge Rooftop Deck!
Point Loma 3 bedroom/2bath
Fridge, microwave, oven, stovetop

Point Loma 3 bedroom/2bath

9.0 out of 10, Wonderful, (26)
"This was a very comfortable stay in a very comfortable and well appointed townhouse. We were back in San Diego, where it all started for us 43 years ago. We had a wonderful time; remembered and enjoyed the convenience of Pt. Loma in a well located house."
Point Loma 3 bedroom/2bath
Blue Sea Villa, Centered in La Jolla Shores!
Terrace/patio

Blue Sea Villa, Centered in La Jolla Shores!

10.0 out of 10, Exceptional, (13)
"This was a family trip for my husband's side. We had his parents, his sister with her husband and two teenagers, and us. The house had plenty of space for all 8 of us, and the teens were thrilled to have their own rooms! We cooked several meals, and the kitchen was well stocked with everything we needed plus the table sat all of us. We LOVED the firepit and watched the sunset with a fire every night. The views from the house are incredible!!! Just a short walk to the boardwalk, shops and...
Blue Sea Villa, Centered in La Jolla Shores!
Luxury 7BR Estate, Pirate Pool, Gym, Pickle/Tennis
Pool

Luxury 7BR Estate, Pirate Pool, Gym, Pickle/Tennis

9.8 out of 10, Exceptional, (19)
"The house, amenities and location were all amazing. Just expect to get noise complaints at 5 pm and 8 pm from neighbors about "loud voices" on the basketball court/ any outdoor activity. Was a bit extreme to threaten to kick us out early over loud voices when clearly the neighbors just don't like any outdoor noise at any hour. "
Luxury 7BR Estate, Pirate Pool, Gym, Pickle/Tennis
PANORAMIC Ocean View 5BR Villa, Pool, Firepit, Gym
Interior

PANORAMIC Ocean View 5BR Villa, Pool, Firepit, Gym

PANORAMIC Ocean View 5BR Villa, Pool, Firepit, Gym
Villa Valencia by Avantstay Entertainers Dream w/ Outdoor Kitchen, Spa & Views
Terrace/patio

Villa Valencia by Avantstay Entertainers Dream w/ Outdoor Kitchen, Spa & Views

3.5 star property
Villa Valencia by Avantstay Entertainers Dream w/ Outdoor Kitchen, Spa & Views
Fox Hill Manor, A Masterpiece Estate
16 bedrooms, desk, iron/ironing board, WiFi

Fox Hill Manor, A Masterpiece Estate

Fox Hill Manor, A Masterpiece Estate
San Diego's 4-bed Oasis with Hot Tub, Gym, Outdoor Theater & Huge Yard.
Terrace/patio

San Diego's 4-bed Oasis with Hot Tub, Gym, Outdoor Theater & Huge Yard.

2.0 star property
San Diego's 4-bed Oasis with Hot Tub, Gym, Outdoor Theater & Huge Yard.
3-bed/2b Sunnyside Villa: Sauna, 15 min from downtown, Firepit, Beach, AC & Spa
Living area

3-bed/2b Sunnyside Villa: Sauna, 15 min from downtown, Firepit, Beach, AC & Spa

2.0 star property
10.0 out of 10, Exceptional, (1)
3-bed/2b Sunnyside Villa: Sauna, 15 min from downtown, Firepit, Beach, AC & Spa
Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Outdoor pool, a heated pool

Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker

10.0 out of 10, Exceptional, (8)
"Alvin was amazing as usual!!! The absolute best host out there!!! This was our second stay in one of his beautiful homes. This home is perfect for large groups. Inside is really spacious and the outside is a kids paradise. I highly recommend that you consider this wonderful home!!!!"
Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Pacific Blue 211: Across from the Beach and Restaurants with 2 parking spaces!
Exterior detail

Pacific Blue 211: Across from the Beach and Restaurants with 2 parking spaces!

9.6 out of 10, Exceptional, (22)
"Perfectly setup and located beach condo at Pacific Beach. Listing was as described, comfy beds, well appointed kitchen and plenty of beach toys, chairs, and umbrellas and boogie boards. Plenty of restaurants across the street and like a 2min walk to the sand. Property mgr was highly responsive and helpful. Unit had two covered reserved parking spots to use behind a locked gate. I would happily stay here again."
Pacific Blue 211: Across from the Beach and Restaurants with 2 parking spaces!
Pacific Blue 202: Across from the Beach with 2 parking spaces!
Onsite parking

Pacific Blue 202: Across from the Beach with 2 parking spaces!

9.6 out of 10, Exceptional, (42)
"This property is in the middle of everything you could want to do in Pacific Beach. Property Management was very engaged and made the process extremely easy. I would stay here again in a heartbeat."
Pacific Blue 202: Across from the Beach with 2 parking spaces!
Hidden Villa- A Hidden Paradise with beautiful furnished garden patio
TV, DVD player, books, video library

Hidden Villa- A Hidden Paradise with beautiful furnished garden patio

10.0 out of 10, Exceptional, (124)
"The Vrbo was well stocked with essentials I didn’t even think we’d need. The outside patio was a fabulous place and very relaxing. I would love to visit again."
Hidden Villa- A Hidden Paradise with beautiful furnished garden patio
Pacific Blue 207: 3bd/3ba across the street from the beach, shops+restaurants, 2 parking spaces+A/C!
Exterior detail

Pacific Blue 207: 3bd/3ba across the street from the beach, shops+restaurants, 2 parking spaces+A/C!

9.4 out of 10, Exceptional, (29)
"Clean and comfortable place."
Pacific Blue 207: 3bd/3ba across the street from the beach, shops+restaurants, 2 parking spaces+A/C!
3 million Italian Villa Hacienda In Mt Helix With 360' of breathtaking views!!
Fridge, microwave, oven, stovetop

3 million Italian Villa Hacienda In Mt Helix With 360' of breathtaking views!!

9.8 out of 10, Exceptional, (54)
"Our family of 20 thoroughly enjoyed our Thanksgiving vacation at this beautiful home. There was ample place for our 5 families to sleep, and lots of indoor and outdoor hang out spaces so we could gather and spread out as needed. The host even set up a long table for us for our Thanksgiving meal. Each bedroom was spacious enough and there are lots of daybeds and other options to allow comfortable sleeping spots for all in our group. The kitchen was large and well stocked with most things we...
3 million Italian Villa Hacienda In Mt Helix With 360' of breathtaking views!!
TuCasa | Luxury 4 Story Villa in Little Italy
Terrace/patio

TuCasa | Luxury 4 Story Villa in Little Italy

9.4 out of 10, Exceptional, (18)
"Was in town for a conference with 10 total people and this was a very convenient location to be with ample space for all of us to stay comfortably! Hosts were interactive when needed and very accommodating! "
TuCasa | Luxury 4 Story Villa in Little Italy
Luxurious Enclave with Pool, Tennis Court, batting cage and Stunning Views!
TV, fireplace, music library, stereo

Luxurious Enclave with Pool, Tennis Court, batting cage and Stunning Views!

10.0 out of 10, Exceptional, (5)
Luxurious Enclave with Pool, Tennis Court, batting cage and Stunning Views!
Gorgeous Beach Villa -- Ocean Views + Sleeps 12!
Beach nearby

Gorgeous Beach Villa -- Ocean Views + Sleeps 12!

10.0 out of 10, Exceptional, (2)
"Amazing property and how’s was super responsive"
The price is CA $515
CA $1,536 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Gorgeous Beach Villa -- Ocean Views + Sleeps 12!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winter Gardens

Coronado Beach Resort
Beach nearby

Coronado Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (648)
"The hotel was fabulous. Right across the street from Del Coronado hotel and walkable to all the amazing restaurants. The staff was so friendly and Miss Cody is the best welcome host . We will definitely be back."
The price is CA $311
CA $405 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Coronado Beach Resort
San Diego Country Estates
Property grounds

San Diego Country Estates

2.5 star property
9.4 out of 10, Exceptional, (190)
"It was perfect for what we needed"
The price is CA $128
CA $177 total
includes taxes & fees
Jan 2 - Jan 3, 2025
San Diego Country Estates
WaterFront * Exclusive View Patio * Top Level * A/C
On the beach

WaterFront * Exclusive View Patio * Top Level * A/C

9.8 out of 10, Exceptional, (89)
"This is a the perfect spot for two people. Beautiful views, great balcony, plenty of space and walking distance to shops, the beach and excellent local restaurants. "
WaterFront * Exclusive View Patio * Top Level * A/C
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.