Family-friendly holiday rentals in Tarpon Springs

Guest suite in Tarpon Springs

The exterior of a cozy duplex is shown, featuring a light-colored façade and a welcoming porch with white railings. Two lounge chairs are positioned on the porch, surrounded by a natural setting of trees and greenery. A concrete pathway leads to the entrance of the home.

5 out of 5 average rating, 100 reviews

Cooper Crib: Remodeled Duplex: minutes to Beaches!

Welcome to your perfect get away spot! Cooper Crib is the back half of a remodeled duplex in Historic Downtown Tarpon Springs. The Crib is a NEW place in an old 1920 house with modern décor and amenities, easy walking distance to the famous Sponge docks, and lots of local Greek restaurants/bakeries. Local beaches are 7 minutes away and the Pinellas Trail is only two blocks from your Crib! Bikes, beach chairs, towels and beach umbrellas are available for your use at no charge Come stay with us!

5 out of 5 average rating, 220 reviews

A vintage windmill stands gracefully among lush trees, surrounded by fallen leaves. In the foreground, a cozy bed is visible, adorned with green accents and soft bedding, conveying a serene atmosphere. Natural light filters through the foliage, enhancing the tranquil setting.

Apartment in Timber Oaks

The Bohemian Studio Countryside Gem Separate Entry

🚨 Deal Alert! Our cozy studio won't last long at this unbeatable price from November- February. Enjoy a PRIVATE countryside escape minutes from hospitals, dining, springs, & beaches. Self-check-in & SEPARATE ENTRY offer total privacy Features include: fenced patio, fully equipped kitchen, high-speed internet, FREE Netflix, ample FREE parking on 2 acres & flexible check-in. Perfect for traveling nurses, snowbirds, or a romantic escape. No hidden fees or deposits. Book your perfect getaway now!

Holiday home in Tarpon Springs

A cozy living room is displayed with a green sofa positioned beside a plant. A coffee table sits at the center, accompanied by a light fixture and a wall art piece. Natural light filters through the window, illuminating the warm wood flooring.

4.97 out of 5 average rating, 121 reviews

Modern Home Great Location

Welcome to your home away from home. Our guests’ comfort is our priority. Equipped with all your creature comforts and surrounded by modern fixtures and decor to ensure a wonderful vacation. Open Floor plan, huge kitchen, and two cozy bedrooms. Walking distance to all the local restaurants and attractions, without the noise to keep you up at night; you couldn't choose a better location Please note: this is a duplex property, so you'll be sharing the building but enjoying your own private space.

Guesthouse in Palm Harbor

A modern bathroom is shown featuring a sleek vanity with a rectangular sink and black fixtures. A round mirror is illuminated by three overhead lights. Storage is provided by wooden drawers beneath the sink, and towels are neatly arranged on shelves.

4.87 out of 5 average rating, 163 reviews

Home away from home

Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

Guesthouse in Tarpon Springs

A comfortable living space includes a dark blue sofa with accent pillows and a coffee table. A dining area with wooden chairs is visible in the background, alongside a fully equipped kitchen. Light-colored cabinets and appliances complement the space.

4.86 out of 5 average rating, 106 reviews

Comfy 1BR Near Beaches & Sponge Docks

Enter your private oasis & enjoy our spacious 1 bd in scenic Tarpon Springs. Relax on the comfy couch or oversized chair. Treat yourself to free snacks, cold water & coffee, tea or hot cocoa w/ the Keurig in the fully equipped kitchen! Enjoy a hot shower or bath. Extra toiletries supplied. Games & books available. Comfortable Queen size bed ensures a great sleep. Only 3 miles from Howard Park Beach & Sponge Docks. Sunset Beach 1.3 miles. Innisbrook Golf Resort 3.9 miles! Private Entrance

4.85 out of 5 average rating, 131 reviews

An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.

Guesthouse in Dunedin

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Guest suite in Tarpon Springs

A heated saltwater pool is surrounded by lush tropical landscaping, with clear blue water reflecting the sky above. A colorful float rests on the water's surface. The screened enclosure provides a barrier while allowing for views of the serene outdoor space.

4.96 out of 5 average rating, 135 reviews

Private pool suite in heart of Tarpon Springs!

Charming private suite in a safe, serene neighborhood—just minutes from beaches, Downtown Tarpon, Sponge Docks & Sunset Beach! Your cozy retreat features a private entrance, queen bed, fast WiFi, cable television, a full kitchen & heated in-ground pool. Explore Tarpon Springs and the Pinellas Trail on provided bikes, then unwind at Sunset Beach with provided beach towels, chairs, umbrellas, toys, cooler & sunscreen. This space is a perfect blend of comfort, convenience & coastal charm!

Apartment in Tarpon Springs

A vibrant beach scene is captured, featuring colorful kites soaring over calm waters. Kayaks are positioned on the sandy shore, while several individuals enjoy a day by the water. A distant view of the shoreline highlights subtle waves and a clear blue sky.

4.92 out of 5 average rating, 148 reviews

Beaches Sunset/Free Bikes

This is a SELF CHECK-IN cozy in- law apartment, it has its own private entrance, living room & bath room. Minutes to the beaches. * A 2 min to Sunset Beach. * A 5 min to Howard Park & Beach. * A 6 min to Historic Sponge Docks. * A 30 min to Clearwater Beach. Clearwater Beach dazzles with impeccable beaches and inviting waters. Trip Advisor named it the nation's #1 beach in 2018. * A 8 min drive to the golf courses of Innisbrook Resort, home of the PGA Valspar Tournament.

Tiny home in Tarpon Springs

A serene sleeping area features a large bed adorned with multi-colored striped blankets and a cozy yellow throw. Natural light fills the space through two windows, illuminating the wooden accents and white walls.

4.88 out of 5 average rating, 279 reviews

Driftwood Surf Shack

This unique Surf Shack is a guest home that sleeps up 4 & still plenty of room to relax inside or outside on the large wood deck situated under a beautiful oak tree. Located in the historic district Tarpon, just blocks from Downtown, the famous Sponge Docks & Craig Park where you can watch dolphins feed at sunset in the many Bayous. Close to beaches, shopping, restaurants, breweries, boat excursions, water sports & the Pinellas Trails you will never get bored in this town!

4.96 out of 5 average rating, 259 reviews

A combined living and sleeping area is shown, featuring a spacious bed with a black and white plaid coverlet. A kitchenette with modern appliances is visible, alongside a small dining space accommodating two stools. A futon, designed for ample seating, is situated to the side.

Guest suite in Tampa

Soothing Breeze

This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

An aerial view of the tropical backyard reveals a spacious layout with colorful lounge chairs and umbrellas scattered across a gravel surface. Several dining areas, outlined by lush greenery, create inviting spots for relaxation and gatherings, surrounded by the tranquility of the natural setting.

4.99 out of 5 average rating, 116 reviews

Tropical Pool Retreat in Tarpon Springs

Welcome to your sun-kissed Florida escape! - 3 spacious bedrooms for up to 8 guests - Tastefully decorated living area with smart TVs - Fully equipped kitchen for meal prep - Heated saltwater pool and screened lanai - Game Room with table tennis and foosball - Complimentary bikes for local exploration - Close to Tarpon Springs Sponge Docks and Fred Howard Park

A glass bowl filled with a variety of seashells is placed on a wicker coffee table. The background features a cozy living area with a sofa and warm lighting, creating a relaxed environment.

4.93 out of 5 average rating, 187 reviews

Historic Downtown Tarpon Springs Hidden Gem

Come be our guest in beautiful Tarpon Springs, Florida! Our charming home welcomes you to rest and be comfortable as you enjoy this lovely and unique area. It is your “home away from home” as you explore all the area’s attractions. Greek Town, Downtown Tarpon, Sponge Docks, beaches, hiking parks, craft beer/wine/spirits, and the Pinellas Trail (just to name a few).

Popular amenities for Tarpon Springs family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Tiny home in Ybor City Historic District

A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.

4.99 out of 5 average rating, 544 reviews

Cozy AF Tiny-House Oasis

Guesthouse in St. Petersburg

A well-designed fire pit area is surrounded by vibrant landscaping, featuring five blue adirondack chairs positioned around a stone circle. Lush palm trees provide a tropical ambiance, and a gravel path leads to the space, inviting relaxation in the private backyard.

4.84 out of 5 average rating, 368 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

4.99 out of 5 average rating, 143 reviews

This outdoor space features a large spa surrounded by tropical plants and private fencing. The area includes a pergola offering shade, with comfortable seating arranged nearby. A grill can also be seen, set against the backdrop of a bright blue sky punctuated by fluffy white clouds.

Apartment in Brandon

Paradise in Brandon with luxurious 6 person spa

4.96 out of 5 average rating, 190 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guesthouse in Dunedin

Tiki Hut Cottage

4.93 out of 5 average rating, 185 reviews

A cozy glamping tent is featured under a wooden shelter, showcasing a queen bed inside. Two red Adirondack chairs are positioned outside, complemented by a potted plant. A colorful patterned rug adds a vibrant touch, and a fan is visible within the tent.

Tent in Lutz

Tiny House/Glamping/Camping Tent & Garden Retreat

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.

4.96 out of 5 average rating, 372 reviews

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

Apartment in Central Oak Park

A shaded outdoor seating area is arranged with two light-colored chairs, a central table, and two small side tables. Potted plants add greenery, while soft cushions provide comfort. The wooden deck features a cool aqua color, enhancing a relaxed vibe.

4.89 out of 5 average rating, 189 reviews

St.Pete Modern Retro Oasis

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 197 reviews

Centrally Located Cozy 1-bed Private Cottage!

Family- and pet-friendly home rentals

Apartment in Land O' Lakes

A private pool area is featured, enclosed by a screened structure that allows for natural light. The serene water is illuminated by sunlight, while the surrounding space is finished with a smooth surface. A comfortable seating area is seen in the distance, accompanied by nearby decorative landscaping.

4.92 out of 5 average rating, 127 reviews

Studio with Pool

Guesthouse in Town 'n' Country

4.99 out of 5 average rating, 270 reviews

Entire Guest House near Tampa airport

4.91 out of 5 average rating, 123 reviews

A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.

Home in Forest Hills

Heated Pool Oasis • 5mi Tarpon & Beaches

4.92 out of 5 average rating, 275 reviews

A charming Florida bungalow features a turquoise exterior with natural stone accents. The front porch is accessed by a concrete pathway lined with greenery, including tropical plants. A small entry door and window allow for natural light, framed by neatly placed shutters and landscaping.

Home in Barrington Hills

Wonderful family friendly home in Dunedin FL

4.93 out of 5 average rating, 122 reviews

A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.

Home in Palm Harbor

Lakefront home near beaches w/ waterview, pets ok

4.89 out of 5 average rating, 192 reviews

Apartment in Clearwater

*Special Pricing* Studio Apt, 3 mi from beach

The entrance features a white gate leading to a small front porch. Surrounding greenery and colorful plants are positioned along the walkway. Two windows with shutters provide natural light to the entryway, complemented by a decorative flamingo and a welcoming doormat.

4.94 out of 5 average rating, 139 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

4.97 out of 5 average rating, 348 reviews

The exterior of a coastal cottage is shown, featuring a gravel driveway and tropical landscaping with palm trees. Two wicker chairs are positioned under a covered porch, inviting relaxation. Large windows allow natural light to brighten the welcoming facade.

Cottage in Dunedin

Walk Downtown and to Waterfront, Mins to Beaches

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 133 reviews

Condo in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

4.99 out of 5 average rating, 143 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

Condo in Clearwater

Seasalt Breeze, by the pool, NO hidden fees

Guesthouse in Spring Hill

A screened-in pool area is highlighted by a clear blue sky and scattered clouds. The pool, partially covered, is surrounded by light-colored pool decking. Lush greenery and palm fronds frame the scene, providing a relaxing outdoor space.

5 out of 5 average rating, 174 reviews

J&M Homestead

4.91 out of 5 average rating, 323 reviews

A bright studio space features a cozy seating area with a soft blue love seat and a spacious bed adorned with white linens. Natural light filters through sheer curtains, illuminating the wood furnishings and decorative accents throughout the room.

Guest suite in Largo

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

4.99 out of 5 average rating, 144 reviews

A welcoming exterior view of the house, featuring a landscaped front yard with palm trees and decorative rocks. A large driveway leads to a garage, while outdoor seating is visible on a covered porch, framed by large windows and soft natural light.

Home in Palm Harbor

Tropical Oasis Retreat w/ Heated Pool

4.93 out of 5 average rating, 42 reviews

Pirate’s Cove

4.93 out of 5 average rating, 147 reviews

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

Home in Clearwater

Clearwater Gameroom- Pool/Mini golf/Home Theatre