Vacation rentals with a pool in Jamaica Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Jamaica Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Galveston

4.98 out of 5 average rating, 110 reviews

FLIP FLOPS 713 @ The Dawn -1st flr, pools & hottub

Lovely remodeled GROUND FLOOR unit (no stairs!) poolside condo at The Dawn. This 1 bedroom 825 sq. ft. condo is conveniently located directly across the street from Babe’s Beach & 5 miles from downtown Galveston. Enjoy 2 resort-style pools (1 heated), hottub, BBQ areas & fitness room. Sleeps up to 5 (1 King bed, 1 Queen sleeper sofa, 1 portable twin memory foam fold out bed). Fully gated property. Free Highspeed WI-FI + Xfinity cable. Fully equipped kitchen w washer/dryer. GVR08334

Guest favorite

Home in Galveston

4.95 out of 5 average rating, 210 reviews

“ Coastal Castle of Galveston “ HEATED POOL & SPA!

A true island paradise “Coastal Castle of Galveston “ with a heated pool & Spa combo. A stunning historic home built in 1923. It offers 3 bedrooms 3 baths with 2,200 sq. Ft of amazing space & plenty of parking. You will fall in love with the huge backyard paradise-which includes a beautiful heated pool & spa combo, fire pit, BBQ Grill, large cabana patio with smart 65’ HDTV Netflix & more! Just a 10 min walk to the beach, a short drive to Pleasure Pier, plus the best restaurants & shopping!

Superhost

Home in Galveston

4.82 out of 5 average rating, 154 reviews

Coastal Blues

If you are in town for the beach, a wedding, or just a relaxing getaway, this home is the place for you. This recently renovated home has wonderfully open space and room for everyone to stay comfortably. If it turns into one of those extra hot Texas summer days, it has a cool relaxing pool right in the back. Located one block from Garten Verein on Ave O, this centrally located home can be your base for all of your island adventures. Come relax, take a dip, and see what the island has to offer!

Guest favorite

Rental unit in Galveston

4.95 out of 5 average rating, 110 reviews

Sol Destination

This beach retreat is sure to make you happy whether you're lounging on the beach, pool, large patio or on the couch. Design details such as shiplap walls, quartz countertops, coastal colors, designer tile, plush linens & so much more, create a happy space. This condo is decked out with board games, foosball table, & bunk beds that both have their own tv. The oversized patio is a fantastic place to hang out overlooking the pool & ocean. This may be the size of a hotel but offers so much more!

Guest favorite

Home in Jamaica Beach

4.93 out of 5 average rating, 139 reviews

Salty Seahorse! Pool! Golf Cart Upgrade Available!

Welcome to the Salty Seahorse! Perfectly located less than half a mile to the beach, this welcoming Jamaica Beach retreat offers two beautifully furnished bedrooms, a spacious bright and open living room and kitchen, and a full bathroom with large floor to ceiling tiled shower. Enjoy the expansive deck for grilling and sun-bathing, the large downstairs recreational room with a half bath, and the outdoor entertaining and bar area next to the 32ft X 16ft X 4.5ft deep pool! Pool not heated.

Guest favorite

Home in Galveston

4.87 out of 5 average rating, 102 reviews

Casa Tramonte

Grand spaces, serene porches, private & secure. Plenty of onsite parking, a large pool and .7 miles from the seawall, 3.5 miles from Moody Gardens/water park & 2 miles from the cruise terminals. The home is clean & bug free. Forget your worries in this spacious and serene space. There is not a washer or dryer included. FTR, to heat the pool and hot tub is an additional $50/day. To heat the hot tub only is an additional $25/day. Also, 8 guest are calculated by heads/bodies, not by age. TIA

Guest favorite

Condo in Galveston

4.86 out of 5 average rating, 161 reviews

Aah-mazing Beach Retreat with Ocean & Pool views

Fantastic location right on the seawall! Ocean & pool views. Newly remodeled with a full kitchen. New queen mattress & bed frame. Two big screen smart TVs with cable. Lots of amenities including... 2 pools; both heated on the cooler days. 2 hot tubs. Outdoor grills & picnic tables. Fitness Center. Tennis/Pickle Ball Court. Walking distance to Babe’s Beach, restaurants, shopping, & fishing pier. Close to Moody Gardens, Pleasure Pier, Schlitterbahn, The Strand, & Cruise Terminals.

Guest favorite

Condo in Galveston

4.89 out of 5 average rating, 118 reviews

CONDO RIGHT ON THE BEACH! HEATED POOL IN WINTER!

Relaxing, fun and comfortable condo located on the east end of the island. A few of my favorite things: -RIGHT on the beach (the majority of places to stay in Galveston require you to cross a busy street to get to the beach) -can walk to the end of the island on the beach -7 minute drive to the Strand -Away from the over crowded area of the island, but not too far from anything -PLENTY of activities- tennis court, volleyball net, hammocks, etc. Visit Galvestonian website for more details

Guest favorite

Guest suite in Galveston

4.97 out of 5 average rating, 167 reviews

GIPH Shore Thing! Sleeps 2 King Bed

King sized bed Patio w/ view of Pleasure Pier & Gulf 2nd floor of our home Perfect for a romantic getaway or mini Vacay Private bathroom w/ walk-in shower & our resort style pool as your backdrop. 2nd floor suite requiring ship stairs Only a block to beach Resort style pool & hot tub! Upstairs unit must climb ship stairs to get to room HOUSE MUSIC ONLY All guest must be 25YO or older, no pets Min 8 hour lead time required on all same day reservations $75 per fee for approved pets

Superhost

Home in Galveston

4.91 out of 5 average rating, 171 reviews

4BD/2BH, pool & spa, patio &Tikibar walk to beach.

Comfortable, colorful home with the tropical island vibe, inviting backyard with tiki bar, newly renovated large pool, 7 Person Spa (Seasonal), covered patio with comfortable outdoor furniture, grill and outdoor shower. All the extras will make this place perfect to relax. House was recently remodeled and updated with modern décor, kitchen is modern and well stocked. Short walk to beach, local brewery & restaurants, close proximity to supermarket, Moody Gardens & Schlitterbahn.

Guest favorite

Home in San Leon

4.97 out of 5 average rating, 185 reviews

Lakeview Cottage (pool, fishing pier, lake)

Perfect for a small family vacation. This 3 bedroom cottage is larger inside than it may appear. The pool, the fishing pier on the lake, and the beautiful views are its best amenities. The porch is the ideal place to just relax and unwind while you take in the gorgeous view of the lake. The pool area is only a few steps from the porch. The living room offers plenty of space with comfortable furniture. Full kitchen with all appliances. Sleeps about 6. Pull out bed in livingroom.

Guest favorite

Home in Galveston

4.95 out of 5 average rating, 177 reviews

1 PM check in/out! Heated Pool! 2 miles to Beach!

1 PM check in/out only for September - February! Beautiful outdoor oasis! Great Location! Sleeps 12 in four bedrooms! 2 full baths. Private saltwater swimming pool! Spa! Billiards table! Gas grill Board games! Bring your own blue tooth speaker for music out by the pool! All linens (including beach towels) included! Endless hot water system! 2 indoor smart TVs! 1 outdoor smart TV! High speed internet! **Please be sure to click on each pictures for important details!