
Holiday rentals with a pool in Montecito
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Montecito

Total holiday rentals
Explore 80 holiday rentals in Montecito

Nightly prices starting at
Montecito holiday rentals start at £83 per night before taxes and fees

Verified guest reviews
Over 2,570 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Montecito holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Montecito rentals

4.7 Average rating
Montecito stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Montecito
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Light & Airy Villa-Central Location-Dog Friendly
Welcome to Casita Manzanita! This contemporary guest house captures a resort-like ambiance that’s perfect for your next getaway, business trip, staycation, or home base while exploring everything the town has to offer. Centrally located in the heart of SB, you’ll be just a few blocks from popular State Street, amazing restaurants, cafes, bars, much more. Unbeatable location: Beaches, Shopping, Endless Hiking/Biking Trails/Paths, Breweries/Wineries, SB Harbor & Wharf, SB Mission & more nearby.

Four Seasons Biltmore Inspiration
Biltmore still Closed. No prob! Charming Estate Guest Quarters completely to yourself, with tennis court, pool, and beach trail on grounds. It is rated 5 star for a reason-- Have your coffee on your own patio and enjoy the Classic Biltmore style architecture and gardens that surround you. This truly is resort paradise living. Even enjoy a massage on property! Hiking trails and horseback riding on the beach , polo, and restaurants, wine tasting, shops all 5 minutes away. You deserve this!

Condo with patio across the street from the beach.
Cozy beach hideaway only 150 steps from the sand! This ground floor studio with a private patio is perfect for relaxing days of beach, pool, & condo time. It's a quick walk to local Linden Ave. restaurants/breweries, groceries/snackshacks & the crown jewel of Carpinteria State Beach. There is a Queen bed, living room with pull-out sofa, full kitchen, indoor dining nook, bathroom, & dining table in the patio. Cozy, clean, & easygoing. Unwind on the patio & listen to the waves crash at night : )

Large4BR,2BA,pool,spa,beach,sleep11,Best Value!
Spacious clean 4BR 2BA, 2800 sq ft w pool, lounges, hot tub, gas BBQ, washer/dryer, near beach, UCSB. 11 Bed spaces: 1 King & 2 Twins & 1 fold down futon in Master BR; 3 Queen BRs. Huge 20' x 20' living rm w/ 50" HDTV w streaming. Den w 43" TV. Fully stocked: bed linens, blankets, towels, plates, pots/pans, utensils, toilet paper, soaps, coffee/tea, spices, hair dryers, beach chairs, boogie boards. Great value! No parties or loud music. Lockbox on porch pipe. Parking in driveway and street

Ojai Oasis
🌿 Ojai Oasis – A Serene Retreat with Pool & Lush Garden 🌿 This homeshare offers two comfortable, thoughtfully designed bedrooms within the main residence, perfect for a relaxing stay. The home features a bright and open living area, a fully equipped kitchen, and inviting indoor-outdoor spaces that capture the essence of Ojai living. This is an owner-occupied dwelling, and the owner resides on-site in the main home during your stay, in accordance with local homeshare regulations.

Poolside Escape w/Curated Style
Zuni Tranquillo is a newly redecorated concept design retreat located just minutes from the beach and downtown of Ventura and just a short drive from Ojai, its hot springs, and Santa Barbara. A 15-minute ride down a beautiful bike path takes you to the sea and the stunning Seaside Wilderness Park where you’ll find hiking trails and coastal views. Zuni Tranquillo is a lush, aquatic oasis in balmy Ventura that invites you to let go of all your worldly concerns and be tranquillo.

Steps to sand with Priv yard Special 6/29-7/2 $279
Carpinteria RARE Single level beach condo in prime location, no stairs. Deck with bar. Less than a minute walk to the sand. Condo shows like new. Super charming with new bath, farm house sink, butcher block counter tops. Heated Pool and jacuzzi. Laundry onsite. No Smoking! Base Rate $259 depending on timing, 15% TOT Tax paid to City of Carp. STR License 1167-VR-21 per CMC section 14.47.080 (b) Cleaning Fee $195 4% 7 day Disc. Over 2 guests Extra $25 per night each

Cozy serene retreat close to beach & downtown!
A rare find! A warm and welcoming home located in a quiet family neighborhood close to the beach, public transportation, parks, art & culture, shopping and downtown. Our place is an artists dream with artwork and collectables throughout, comfortable beds, and a private backyard that features BBQs, outdoor dining areas, lounge chairs and a large lap pool and spa. If you're a couple, solo adventurer, business traveler, or family we'd love to welcome you to our home!

Rancho Mesa Escondida adobe home on organic ranch
Rancho Mesa Escondida (Hidden Mesa) Adobe ranch house is a peaceful retreat on the bluffs overlooking the ocean, just above Rincon Point and minutes from the seaside town of Carpinteria. With 17 acres of certified organic avocado and citrus orchards, views of the ocean to the south and west, and to the Los Padres mountains on the east. The house, gardens, and pool provide a private, peaceful setting for writer, artist, family, those seeking a quiet retreat.

Goodland Getaway: Home w/ heated pool & hot tub
Relax in our remodeled home in a quiet, mature neighborhood nestled in farmland between the Santa Ynez Mountains and the Gaviota coast. Enjoy our landscaped garden with pool, hot tub, pergola, BBQ, and firepit. 15 minutes from downtown Santa Barbara, 10 from UCSB, and 5 from the nearest beach (there are several to choose from within 20 minutes). The Sandpiper golf course and Bacara resort are minutes away. Off-street parking at the end of a cul-de-sac.

Cottage by the Sea steps to beach with heated pool
Bright 1 bedroom 1 bath condo with heated pool just steps to the beach! Airy open concept living/ dining room and fully equipped kitchen has everything you need for your vacation. Conveniently located within walking distance to local boutiques, craft breweries, an incredible selection of restaurants, open parks and local natural attractions! Unwind at this perfect beachside cottage in the most charming and scenic coastal settings.

1 bd condo steps from the sand
Mountain View from bedroom window and only steps to one of California’s premiere family friendly beaches. Quick walk to world famous “the Spot” burgers but really, it’s all about the beach, it’s like so close! Walking trails in the wetlands are close too, the kids love exploring there. Carp’s got some cool restaurants too, our favorite is Teddy’s by the Sea. Partly because our dog is named Teddy but food’s pretty good too!
Popular amenities for Montecito rentals with a pool
House rentals with a pool

Villa Los Verdes

Beach House with Pool & Hot Tub!

Mid-Century with private pool and hot tub

MidCentury Modrn Coastal Retreat w/Hot Tub & views

Entire Home Access - Serene Retreat - Ojai Valley

Spa, Beaches, Wine Country: SB Coastal Escape

A Slice of Santa Barbara Paradise- with POOL!

Tranquil 3/2 Home w/ Pool, Spa, UCSB, near Beach!
Apartment rentals with a pool

Carpinteria Charming Condo Near Beach

Carpinteria Cozort Beach Properties #7

Newly Remodeled Luxury Beach Condo

Sunset Shores 1BD 1BA steps to the beach!

Sunny Beach Condo - Superlow Summer Midweek Rates!

Comfy Sandyland Rd Sunset Shores Beach Condo

Carpinteria beach/pool condo/awesome beach views

Steps to the beach. Cozy, bright and clean.
Other holiday rentals with a pool

Beautiful Resort in Harbortown Point ST

Tranquil Redwood Cabin at Ojala w/ Private Hot Tub

Montecito Magic Full Suite Mountain Views and Pool

Carpinteria Beach Retreat

Poolside Retreat: Guest Suite

Game Room | Soaking Tub | Cowboy Pool | Sauna

Small Santa Barbaras Sanctuary

Pool/spa, gardens,close to downtown Ojai, dogs OK
When is the best time to visit Montecito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £167 | £193 | £508 | £293 | £242 | £341 | £327 | £311 | £255 | £198 | £226 | £178 |
| Avg. temp | 13°C | 13°C | 14°C | 14°C | 15°C | 17°C | 19°C | 19°C | 18°C | 18°C | 15°C | 13°C |
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- Rentals with pools Santa Barbara County
- Rentals with pools California
- Rentals with pools United States
- Carpinteria City Beach
- Butterfly Beach
- Rincon Beach
- Hollywood Beach
- Silver Strand State Beach
- Leo Carrillo State Beach
- El Capitán State Beach
- Oxnard State Beach Park
- Port Hueneme Beach Park
- Hendrys Beach
- Ventura Harbor Village
- La Conchita Beach
- Santa Barbara Zoo
- Mondo's Beach
- Silver Strand Beach
- Los Padres National Forest
- Santa Barbara Bowl
- Santa Cruz Island
- Santa Barbara Harbor
- Solvang Windmill
- Santa Barbara Museum Of Natural History
- Shoreline Park, Santa Barbara
- Paseo Nuevo
- Santa Barbara Pier





