Holiday rentals with a pool in Watercolor

Barefoot Bungalow by Stay on 30a

Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

Location · Family · Amenities

Watercolor/Luxury Condo/Walk to Beachclub

Welcome to Watercolor Waves, a beautifully appointed luxury condo located in WaterColor’s highly sought-after Park District. Designed with relaxed coastal elegance, this retreat offers the perfect balance of comfort, style, and convenience. Enjoy an easy stroll to WaterColor’s most loved amenities, including the award-winning community pools, the WaterColor Beach Club, and the Boathouse on Western Lake. Spend your days biking scenic paths, paddleboarding on the lake, or relaxing on the pristine

Family · Location · Biking

Times Like These! New 6-Seater Golf Cart and Bikes

Welcome to 'Times Like These' in NatureWalk, a coastal haven where premium comfort meets upscale style. This vacation rental features 2 King Master En-Suites, a Queen Bedroom, and a Bunk Room, with 5 beach cruiser bikes and a 6-seater golf cart for exploration. Enjoy the natural gas fireplace, SMART TVs, and screened-in balconies overlooking the neighborhood. With seamless check-in, 24/7 management, and proximity to the beach, 'Times Like These' offers a perfect blend of luxury and relaxation.

Location · Family · Condition

6 Seater Cart | Great Location | Pool | near beach

Luxury style townhouse located in the highly sought after community of Prominence on 30A located in between popular Seaside and Rosemary Beach, across the street from the popular hot spot, The Hub. This new beach home is well suited for families of all sizes. Complete with everything including a fully equipped kitchen, a luxury resort style pool, fitness center and close to beach access. Includes 6 seater street legal golf cart This home has WiFi, TVs in every room, beach gear & bikes.

Family · Location · Cleanliness

Oh Happy Stay! Adorable carriage sleeps 4

This adorable carriage house , part of Worth the Wait Cottage in Watercolor, can be rented separately in the off season. It is the perfect location - in the heart of Watercolor, just steps away from the bike path and access to Seaside- the best of both worlds ! Enjoy all the amenities in Watercolor - the Beach Club with its new renovation right on the beach . Or maybe spend the day at Camp Watercolor with the new lazy river and slides! Then come in and enjoy your home away from home :)

Value · Family · Biking

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

Value · Family · Amenities

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Value · Family · Accuracy

WaterColor ~ Golf Cart | Bikes | Private Beach

What's in the air on 30A? Sunshine and that southern breeze! You're in the middle of it all in this beautiful home in WaterColor. This 4-bedroom, 3.5-bath home is full of extras - your stay includes exclusive access to all of WaterColor's amenities, including the Beach Club, Camp WaterColor, multiple resort-style pools, and recreational facilities for basketball, tennis, and pickleball. Plus, with complimentary bikes and a golf cart, getting around is a breeze!

Location · Family · Comfort

WaterColor Steps to Seaside, Tennis! LSV, 2 Bikes!

Clean, crisp, cozy, coastal cottage! Adjacent to WaterColor Tennis AND the town of Seaside, this is the BEST location! WaterColor amenities' access included with your stay, in addition to 2 bikes and a 6-seater LSV/golf cart (these rent for ~$150+/day so this is a huge benefit!). Multiple porches for lounging, dining, and relaxing al fresco! Sleeps up to 6 comfortably, an air-mattress is provided to accommodate 2 additional guests!

Value · Family · Comfort

Songbird on 30A ~ Pool ~ the Big Chill~ Prominence

Songbird on 30A is a gorgeous townhome perfect for families. Walk to the Big Chill, Golf Cart to the Beach, or Lounge by the Pool. Our kitchen is equipped for cooking family meals, and the balcony is ideal for your morning coffee. Our home is on the 2nd floor and provides plenty of room for gathering in the open floor plan. Located in Prominence North, guests have access to all neighborhood amenities.

Family · Value · TV

Minutes to the Beach Club and Beach Access

Savor an inviting escape at Mint Julep, offering 4 bedrooms and 4 bathrooms. This elegant getaway features Per WaterColor HOA, all guests 5 years of age or older must be included in your adult guest total in order to receive wristbands to access amenities. Situated in Santa Rosa Beach, FL, this delightful property offers welcoming living spaces, contemporary amenities, and easy access to local hotspots.

Location · Check-in · Cleanliness

"Just a Dream" Beach Home on 30A

A dream vacation awaits in our "Just A Dream" home in the Prominence community on 30A with resort style pool and BBQ grills. Our luxury 3 bedroom, 2.5 bath home is sure to make your family and guests feel right at home. Easy access to the beach either by LSV (golf cart) and bicycles that we provide at no extra cost. Walk across the street to "The Big Chill" to enjoy dinner or entertainment.

Location · Family · Nearby