Family-friendly holiday rentals in Hudson

A heated salt-water pool is enclosed by a screened patio, providing a spacious area for relaxation. Comfortable lounge chairs are positioned nearby, with bright outdoor decor enhancing the inviting setting. Large glass doors open to the interior, allowing natural light to fill the space.

4.99 out of 5 average rating, 105 reviews

Angelita's Lake Home 3br3ba w/heated pool

+Spacious family retreat on lake +Free heated pool +Huge last-minute discounts +Big deck, BBQ, dining & firepit +Private backyard lakefront +3 bedrooms, 1 king, 1 queen, 2 twin +3 full baths +Easy to cancel +Pet friendly +Fishing +Games +Quiet serene safe +5 minutes to Gulf sunsets +5 min to Sims Park +20 min to Tarpon Springs +39 min to Tampa airport +50 min to Busch Gardens +5 min to restaurants +Fully equipped kitchen +Free parking & garage +Washer-Dryer +Work area +Hi-speed WIFI +Smart TVs

KitchenFamilyCondition

The exterior of a freshly redone home is visible, featuring a combination of yellow siding and stone accents. A welcoming sign is positioned near the entrance, surrounded by colorful flower beds with various blooms and maintained landscaping, creating an inviting approach to the property.

4.83 out of 5 average rating, 145 reviews

Waterfront house near Gulf of Mexico

Freshly redone home that is yours to enjoy. 2 bedrooms and 2 bathrooms that can accommodate 4 guests. Enjoy the gorgeous sunsets from either the screened-in back porch or the dock on the canal. Or, jump into the kayak and paddle a very short distance (7 houses down the canal) to the Gulf of Mexico. Fishing tackle and poles are available. Friendly, quiet neighborhood that is great for walking or riding the bikes that are included with the house. Plenty of restaurants or shopping nearby.

KitchenFamilyPets

A spacious outdoor area features a hot tub with bubbling water, surrounded by a screened patio. A swimming pool gleams in the sunlight, while a vibrant tree house play area with a slide and swing set adds a colorful touch to the yard.

4.97 out of 5 average rating, 111 reviews

TreeHouse, Swings, HotTub, HeatedPool, ClearSpring

Family focused home 6 mins from Weeki Wachee River Park and Buccaneer Bay. 10 minutes to Pine Island Beach. Designed to optimize family time with a custom tree house play area, swing set, play station 4, and game room. Adults can relax in the hot tub, dine al fresco in the screened in pool area while watching TV, use the onsite gym equipment or enjoy the outdoor fire pit or indoor fireplace. Whole house/pool Radio & blue tooth. The entire family will love Pool Heating from Nov and April.

KitchenIndoor spacesAccuracy

4.99 out of 5 average rating, 299 reviews

Screened in Heated Pool/Coffee Bar/Fully Stocked

🏡 Private Pool House with Large Covered & Screened-In Porch Relax and unwind in this inviting private pool home, featuring a large covered and screened-in porch—perfect for enjoying the outdoors without the bugs. 🌊 Heated Pool Take a dip in the private pool, heated year-round with an electric heat pump (weather permitting), offering comfort no matter the season. Whether you're sipping coffee on the porch or enjoying a swim, this cozy retreat is ideal for a peaceful and private getaway.

FamilyIndoor spacesSleep quality

A scenic beach scene features soft sand bordered by calm water. Sunbathers are spread out on the shore, while a blue tent provides shade. Puffy clouds float in the bright sky, adding to the serene atmosphere of this coastal location.

4.96 out of 5 average rating, 69 reviews

Lux Coastal A-Frame / gaming retreat pet friendly

* 3 bedrooms (5 beds) * 2 bathrooms * Sleeps up to 8 people * Multiple off-street parking spaces * Game room loft * Pool table * Arcades * Skee-Ball * Board/cards games galore * Tv's in every room * Screened in Private hot tub * Dedicated Dog run * Outdoor games supplied * 2 Grills and accessories * Swing for two * Fire pit with seating for 4 * Corn hole game * Outdoor eating area for 6 * Outdoor sofa for 6 * Fenced in yard *No crypto mining on property and no electric car charging.

Indoor spacesKitchenView

The outdoor area is illuminated by soft lighting, showcasing a spacious lawn with lounge chairs and a red umbrella. The cozy patio area features seating, creating an inviting space for relaxation. A small dog is seen enjoying the yard, adding a touch of life to the scene.

4.97 out of 5 average rating, 103 reviews

Angele's House, Waterfront with direct Gulf access

Waterfront home with direct Gulf access. 3 bedrooms, 1.5 baths, living room and eat in kitchen. Screened Lanai with BBQ grill. Outdoor Shower. Backyard offers shaded Pergola w/ Gas Grill and seating area. Bring your boat or rent a boat. Public boat ramp located just down the street. Hudson Beach has plentiful inshore fishing Direct gulf access to reefs and wrecks for a day of offshore fishing or Island hopping! Pet friendly w OWNER APPROVAL ONLY, FEES APPLY! We are a non smoking home!

FamilyKitchenQuiet

A spacious patio area surrounds the heated pool, featuring a table with an umbrella and several comfortable chairs. The screened enclosure allows for unobstructed views of the clear blue water and is complemented by a grill station nearby.

4.93 out of 5 average rating, 111 reviews

Tiki Paradise · Heated Pool · Waterfront · Kayaks

Heated screened-in pool, waterfront with private dock and direct Gulf access. Less than 7 minutes to the Weeki Wachee River — kayaking with manatees. Tiki hut at the water's edge for sunsets, fishing, and dolphin watching. Two floors, sleeps 10. - 3 bedrooms, 3 full bathrooms - 1 king, 2 queens, 2 bunk beds - Loaded coffee bar (Keurig, drip, Nespresso) - Sunroom - Heated screened pool, October 15 – June 30 - Private dock — bring your boat - 4 kayaks, fishing rods, fish cleaning station

KitchenIndoor spacesCheckout

Guest suite in Port Richey

A well-designed studio layout is shown, featuring a spacious sleeping area with a textured blanket draped over the bed. The kitchen area includes sleek white cabinetry, modern appliances, and a dining setup with two stools at a counter, inviting guests to relax and dine comfortably.

Cozy Studio Getaway w/ Beach Essentials

Enjoy an unforgettable stay in our warm and inviting studio, thoughtfully designed to provide the perfect blend of comfort and style. Whether you're here for a relaxing getaway or a work-related visit, this space offers the ideal atmosphere to unwind and feel at ease. Set in a safe and strategically located area, you'll have quick and easy access to a variety of restaurants, shops, highways, hospitals, and more. You’ll find yourself surrounded by peace, privacy, and a sense of home.

FamilyKitchenNearby

4.99 out of 5 average rating, 124 reviews

4.97 out of 5 average rating, 119 reviews

45% OFF- Pet friendly, waterfront, kayaks, fishing

• Private boat dock & floating dock – Bring your boat and keep it secured in the water! • Kayaks included – Explore the scenic canals and nearby waterways. • Tiki hut – Kick back in the shade with a cool drink. • Fenced in backyard - Paved and fenced in backyard. • Fishing right from the backyard – Cast a line and see what you can catch! • Spacious outdoor seating – Enjoy sunset views and coastal breezes. • Immediate access to the Gulf of Mexico - A short boat ride away.

KitchenIndoor spacesGetting around

The kitchen features light turquoise walls and dark wood cabinetry. Open shelving displays dishware and decorative items. A stainless steel stove and microwave are installed, with a large sink beneath a window. Counter space is available for meal preparation and dining.

5.0 out of 5 average rating, 133 reviews

Rachel's Place

Hudson is the best kept secret in Florida. This 2/2 is located just 200 yards from the Gulf of Mexico in the beautiful Sea Pines development. This home is nestled next to thousands of acres of wildlife bird sanctuary. There are kayak trails to follow for hours. Redfish, Sea trout and Mangrove snapper are abundant. This beautifully decorated home is well stocked with anything you may need. There are 2 Kayaks, one two person and one single, 2 adult bikes, and fishing equipment.

Indoor spacesFamilyLayout

4.88 out of 5 average rating, 42 reviews

On the Water! *Pool & Golf Cart

2 Bedroom, 2 Bath home on the water with a screened in pool, dining area and lounging area. Also has a floating dock (cleats available to tie your personal boat up to) located on a canal with direct access to the Gulf of Mexico. This home has a fenced back yard (dog friendly) on the water for fishing, entertaining, grilling out, and relaxing by the firepit. Also included is a golf cart to tour the golf cart friendly town of Hudson, with many restaurant's to choose from.

KitchenFamilyCondition

4.92 out of 5 average rating, 113 reviews

A spacious living area features a dark sectional sofa and a large flat-screen television. Brightly colored artwork adorns the walls, and a glass coffee table adds a modern touch. Natural light enters through a sliding glass door, with views of the outdoor patio.

Condo in Hudson

Florida Breeze

If you are looking to stay in a quite and safe place here in the Sunshine estate, this may be the right place for you. This a gated condo with beautiful sunset offer lot of amenities . Kick back relax enjoy a nice cold beverage while watching the sunset and you might see a some dolphins. This location is 28 miles from honeymoon island ,36 miles from clearwater beach and 15 miles from weeki wachee spring. There is also great restaurants nearby and trail walks.

Indoor spacesFamilyCondition

Popular amenities for Hudson family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The waterfront home features a spacious deck with outdoor seating, adjacent to a private dock. A hot tub is located nearby, surrounded by a fenced-in backyard lush with greenery. The calm waters of the canal reflect the serene surroundings and palm trees.

4.98 out of 5 average rating, 106 reviews

Hot Tub, Waterfront, Private Dock, Pet, 4 Kayaks

FamilyKitchenBeach

An aerial view showcases the property with a spacious pool integrated into the backyard. A well-maintained dock extends into the water, illuminated by a green light, accompanied by colorful kayaks. Nearby, palm trees add greenery to the inviting outdoor space.

4.91 out of 5 average rating, 142 reviews

Waterfront home heated pool+jacuzzi+game room+golf

Indoor spacesFamilyHeating

Superhost

4.81 out of 5 average rating, 190 reviews

Seascape - WHOLE HOUSE 360 water views, pool, gulf

FamilyKitchenBiking

4.92 out of 5 average rating, 182 reviews

The image showcases a calm canal surrounded by lush greenery. The still waters reflect the sky, while gentle ripples indicate the presence of aquatic life. Smooth stones line the edge, creating a natural pathway to the water.

Cottage in Aripeka

The Aripeka Shack

Indoor spacesKitchenView

4.93 out of 5 average rating, 148 reviews

River Beach Retreat: Tiki Bar, Hot Tub, Kayaks&BBQ

KitchenIndoor spacesValue

4.95 out of 5 average rating, 389 reviews

A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.

Home in Tarpon Springs

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Indoor spacesFamilyLocation

4.91 out of 5 average rating, 101 reviews

A serene sunset view over calm waters reflects hues of pink and orange, framed by lush greenery along the shore. The tranquil scene captures the natural beauty of the waterfront, enhancing the peaceful atmosphere of the surrounding environment.

Home in New Port Richey

Modern Waterfront Home with Hot Tub, Dock, Kayaks

FamilyKitchenNearby

Campervan/RV in Spring Hill

Weeki Waterfront Airstream Glamping Experience

FamilyIndoor spacesHot tub

4.99 out of 5 average rating, 180 reviews

Family- and pet-friendly home rentals

An outdoor seating area is arranged around a central fire pit, surrounded by decorative gravel. Several black lounge chairs provide comfortable seating, while a wooden fence and palm plants create a sense of privacy and relaxation in the space.

4.97 out of 5 average rating, 128 reviews

Your Florida coastal vacation awaits you!

FamilyKitchenNearby

4.98 out of 5 average rating, 207 reviews

A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.

Cottage in Spring Hill

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Indoor spacesFamilyCleanliness

The outdoor area features a fully enclosed heated pool with a spacious deck. Lounge chairs and tables surround the pool, while string lights add a subtle ambiance. Large sliding glass doors offer a view of the indoor spaces, enhancing the connection between indoor and outdoor living.

4.93 out of 5 average rating, 117 reviews

Heated pool, golf, grill! Fun-Packed Family Oasis

Indoor spacesFamilyLong stay

4.97 out of 5 average rating, 148 reviews

Saltwater Pool • Kayaks • Pedal boat + more!

KitchenFamilyComfort

5.0 out of 5 average rating, 101 reviews

A screened-in heated pool area is highlighted, featuring a clear blue pool surrounded by a spacious deck. Comfortable seating is arranged nearby, and floating toys add a playful touch. The enclosure provides a bright and airy feel with natural light streaming in.

Home in New Port Richey

Relaxing Beach-Theme Pool Home!

KitchenIndoor spacesComfort

4.89 out of 5 average rating, 168 reviews

Family 2BR Oasis w/Private Pool & HDTV, PAWsitive

Indoor spacesKitchenOutdoor spaces

4.96 out of 5 average rating, 111 reviews

A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.

Home in Holiday

Paradise!Renovated waterfront pool home.Sunsets!

KitchenIndoor spacesDecor

Superhost

A raised waterfront home features a large, covered balcony supported by a sturdy foundation. A spacious outdoor seating area is visible underneath, surrounded by greenery. The bright sky and open surroundings highlight the inviting space, ideal for enjoying the fresh air.

4.83 out of 5 average rating, 18 reviews

The Hudson House

FamilyIndoor spacesBathroom

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 162 reviews

A spacious outdoor area features a heated private pool surrounded by a screened lanai. Lounge chairs are positioned nearby, and a dining set provides a space for meals. Lush greenery is visible in the background, enhancing the tranquil atmosphere.

Home in Tarpon Springs

Pelican House, Game Room, Pool, 5 min to Beach

FamilyIndoor spacesParks

4.88 out of 5 average rating, 112 reviews

Ideal Home in Spring Hill

FamilyIndoor spacesQuiet

An outdoor screened area features a private heated pool surrounded by a spacious deck. Two lounge chairs are positioned nearby, with a barbecue grill present for outdoor cooking. A dining set with multiple chairs is also visible under a covered patio, providing shade and comfort.

4.96 out of 5 average rating, 162 reviews

Weeki Wachee Springs heated pool home retreat

KitchenFamilyCheck-in

A spacious heated pool area is surrounded by a screened enclosure, featuring clear blue water under bright sunlight. A view of the waterfront is visible beyond the pool, with palm trees and homes reflected in the water. Potted plants add a touch of greenery.

5.0 out of 5 average rating, 73 reviews

Beautiful sunsets, waterfront 2/2 pool home

FamilyIndoor spacesBathroom

A heated pool is surrounded by a spacious deck with multiple lounging areas. Glass panels create a protective enclosure, allowing sunlight to brighten the space. Pool stairs provide easy access to the water, while nearby seating arrangements invite relaxation and enjoyment.

4.95 out of 5 average rating, 44 reviews

Sunset in paradise @Hudson beach with pool

FamilyIndoor spacesGetting around

4.95 out of 5 average rating, 64 reviews

Condo in Hudson

Cozy Gulf Island Resort Condo #603 in Hudson

Indoor spacesKitchenLocation

A heated swimming pool is enclosed within a screened lanai, showcasing clear blue water. Sun loungers are placed alongside the pool, and the serene lake is visible through the screened walls, surrounded by lush greenery and a white fence.

5.0 out of 5 average rating, 22 reviews

Lake House w/ Heated Pool, Sunset, Birds & Fishing

KitchenFamilyCheck-in