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

Total vacation rentals
Explore 80 vacation rentals in Montecito

Nightly prices starting at
Montecito vacation rentals start at $156 CAD per night before taxes and fees

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

Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Montecito vacation 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!

Ground floor with patio steps 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

Historic Webster House at Eleison Farms Avo Ranch!
Welcome to The Webster House at Eleison Farms, a meticulously revitalized 3-bedroom 2-bathroom 19th-century Victorian ranch home set on a serene six-acre avocado farm in the heart of Carpinteria, CA. A harmonious blend of historic elegance and modern luxury. This private retreat invites you to unwind in a secluded haven surrounded by natural beauty with high-end accommodations, a 14' lap pool, jacuzzi, fire pit, and many comfortable places to enjoy the views. Close to everything, book now!

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.

Ojai Oasis
🌿 Ojai Oasis – A Serene Retreat with Pool & Lush Garden 🌿 This home-share offers two comfortable bedrooms within the main residence, along with a den and pull-out couch. Perfect for a relaxing stay. The House offering is private. The guest has complete use of bedrooms, bathrooms, kitchen, dining room and living area, along with shared use of all outdoor amenities including the pool. During your stay, there is no interaction with the owner who resides on property.

Cute condo Steps to sand w/ priv. bar, yard & deck
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.
Popular amenities for Montecito rentals with a pool
House rentals with a pool

A Shore Thing

Villa Los Verdes

One Palm Ranch, with heated pool

Mid-Century with private pool and hot tub

Entire Home Access - Serene Retreat - Ojai Valley

Spa, Beaches, Wine Country: SB Coastal Escape

A Slice of Santa Barbara Paradise- with POOL!

The Grand Retreat Goleta - Chosen Collection
Condo rentals with a pool

Carpinteria Charming Condo Near Beach

Carpinteria Cozort Beach Properties #7

Newly Remodeled Luxury Beach Condo

Steps to beach/Pool/EV charger/Parking/King bed

Sunny Beach Condo - Summer Dates Still Available!

New Condo ~Carpinteria~ Summer Lanai

Comfy Sandyland Rd Sunset Shores Beach Condo

Carpinteria beach/pool condo/awesome beach views
Other vacation rentals with a pool

Tranquil Redwood Cabin at Ojala w/ Private Hot Tub

Montecito Magic Full Suite Mountain Views and Pool

Carpinteria Beach Retreat

Poolside Retreat: Guest Suite

Just Steps From the Beach!

Small Santa Barbaras Sanctuary

Travel Trailer WW 21 (Outdoor Griddle & Fridge)

Carpinteria Beach Studio Condo
When is the best time to visit Montecito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $312 CAD | $361 CAD | $951 CAD | $548 CAD | $452 CAD | $638 CAD | $611 CAD | $581 CAD | $477 CAD | $370 CAD | $422 CAD | $333 CAD |
| 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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- Carpinteria City Beach
- Butterfly Beach
- Hollywood Beach
- Rincon 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
- Los Padres National Forest
- Silver Strand Beach
- Santa Barbara Bowl
- Santa Cruz Island
- Solvang Windmill
- Santa Barbara Museum Of Natural History
- Paseo Nuevo
- Santa Barbara Harbor
- Shoreline Park, Santa Barbara
- Santa Barbara Pier





