Vacation rentals in Pinellas County, FL

Best vacation rentals and Airbnb offers in Pinellas County, FL

10 ★ 1 reviews

Vibrant 2BR 2BA w King Bed Pool Gym 11

Apartment, Pinellas County

Vibrant 2BR 2BA w King Bed Pool Gym 11 is a apartment in Pinellas County, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Vibrant 2BR 2BA w King Bed Pool Gym 11

Vibrant 2BR 2BA w King Bed Pool Gym 11 is a apartment in Pinellas County, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and street parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,399.

From$154/night

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10 ★ 1 reviews

Cute One Bedroom at The Coral Resort Apts by RedAwning

Apartment, Pinellas County

Cute One Bedroom at The Coral Resort Apts by RedAwning is a apartment in Pinellas County, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Cute One Bedroom at The Coral Resort Apts by RedAwning

Cute One Bedroom at The Coral Resort Apts by RedAwning is a apartment in Pinellas County, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and onsite parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,871.

From$222/night

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10 ★ 1 reviews

Stylish St Pete Vacation Home w/ Private Pool!

Cottage, Pinellas County

Stylish St Pete Vacation Home w/ Private Pool! is a cottage in Pinellas County, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Stylish St Pete Vacation Home w/ Private Pool!

Stylish St Pete Vacation Home w/ Private Pool! is a cottage in Pinellas County, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,592.

From$291/night

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9.4 ★ 3 reviews

Four Bed Home With Pool Game Room Bar Near Beach

Holiday Home, Pinellas County

Four Bed Home With Pool Game Room Bar Near Beach is a holiday home in Pinellas County, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable…

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About Four Bed Home With Pool Game Room Bar Near Beach

Four Bed Home With Pool Game Room Bar Near Beach is a holiday home in Pinellas County, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,872.

From$322/night

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Family-friendly vacation rentals in Pinellas County, FL

Plan a trip with stays that give families more room to spread out.

6 ★ 1 reviews

Frenchy's Cottage 480

Holiday Home, Pinellas County

Frenchy's Cottage 480 is a holiday home in Pinellas County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Frenchy's Cottage 480

Frenchy's Cottage 480 is a holiday home in Pinellas County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,461.

From$269/night

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Tampa Bay Area Cottage w/ Gas Grill and Fire Pit!

Holiday Home, Pinellas County

Tampa Bay Area Cottage w/ Gas Grill and Fire Pit! is a holiday home in Pinellas County, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for…

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About Tampa Bay Area Cottage w/ Gas Grill and Fire Pit!

Tampa Bay Area Cottage w/ Gas Grill and Fire Pit! is a holiday home in Pinellas County, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,675.

From$151/night

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Walk to Restaurants: Home w/ Yard in Safety Harbor

Cottage, Pinellas County

Walk to Restaurants: Home w/ Yard in Safety Harbor is a cottage in Pinellas County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Walk to Restaurants: Home w/ Yard in Safety Harbor

Walk to Restaurants: Home w/ Yard in Safety Harbor is a cottage in Pinellas County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,777.

From$181/night

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Tampa Home w/ Private Backyard ~ 15 Mi to Downtown

Cottage, Pinellas County

Tampa Home w/ Private Backyard ~ 15 Mi to Downtown is a cottage in Pinellas County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Tampa Home w/ Private Backyard ~ 15 Mi to Downtown

Tampa Home w/ Private Backyard ~ 15 Mi to Downtown is a cottage in Pinellas County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,881.

From$193/night

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Pet-friendly vacation rentals in Pinellas County, FL

Bring your pet along with stays that welcome four-legged travelers.

Historic Haven by Downtown Safety Harbor

Holiday Home, Pinellas County

Historic Haven by Downtown Safety Harbor is a holiday home in Pinellas County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Historic Haven by Downtown Safety Harbor

Historic Haven by Downtown Safety Harbor is a holiday home in Pinellas County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,705.

From$170/night

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Historic 4B Sleeps 8 Backyard Firepit Bikes

Holiday Home, Pinellas County

Historic 4B Sleeps 8 Backyard Firepit Bikes is a holiday home in Pinellas County, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Historic 4B Sleeps 8 Backyard Firepit Bikes

Historic 4B Sleeps 8 Backyard Firepit Bikes is a holiday home in Pinellas County, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,725.

From$178/night

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Poolside Oasis! Family Escape in Safety Harbor

Cottage, Pinellas County

Poolside Oasis! Family Escape in Safety Harbor is a cottage in Pinellas County, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Poolside Oasis! Family Escape in Safety Harbor

Poolside Oasis! Family Escape in Safety Harbor is a cottage in Pinellas County, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,411.

From$248/night

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Hibiscus16 Heated Pool, Near Beach, Farmer Markets, Tampa, Clearwater, Pinellas Park, Pickleball, Tennis

Holiday Home, Pinellas County

Hibiscus16 Heated Pool, Near Beach, Farmer Markets, Tampa, Clearwater, Pinellas Park, Pickleball, Tennis is a holiday home in Pinellas County, with pet-friendly space, pool access, and easy…

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About Hibiscus16 Heated Pool, Near Beach, Farmer Markets, Tampa, Clearwater, Pinellas Park, Pickleball, Tennis

Hibiscus16 Heated Pool, Near Beach, Farmer Markets, Tampa, Clearwater, Pinellas Park, Pickleball, Tennis is a holiday home in Pinellas County, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,558.

From$442/night

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Vacation rentals with a pool in Pinellas County, FL

Add a pool to the search when you want an easy place to cool off between outings.

4 ★ 1 reviews

The Seashell Suite w Private Balcony Walk 2 Beach

Apartment, Pinellas County

The Seashell Suite w Private Balcony Walk 2 Beach is a apartment in Pinellas County, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

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About The Seashell Suite w Private Balcony Walk 2 Beach

The Seashell Suite w Private Balcony Walk 2 Beach is a apartment in Pinellas County, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, beachfront, and beach front.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,233.

From$141/night

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4 ★ 1 reviews

The Boho Waterview w Balcony BBQ Heated Pool

Apartment, Pinellas County

The Boho Waterview w Balcony BBQ Heated Pool is a apartment in Pinellas County, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the…

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About The Boho Waterview w Balcony BBQ Heated Pool

The Boho Waterview w Balcony BBQ Heated Pool is a apartment in Pinellas County, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, accessible, and accessible parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,527.

From$173/night

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Blue Heron Lakeview Pool Home Close to Clearwater

Holiday Home, Pinellas County

Blue Heron Lakeview Pool Home Close to Clearwater is a holiday home in Pinellas County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Blue Heron Lakeview Pool Home Close to Clearwater

Blue Heron Lakeview Pool Home Close to Clearwater is a holiday home in Pinellas County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,251.

From$232/night

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1b1b Resort Condo 2 Blocks to Clearwater Beach

Apartment, Pinellas County

1b1b Resort Condo 2 Blocks to Clearwater Beach is a apartment in Pinellas County, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About 1b1b Resort Condo 2 Blocks to Clearwater Beach

1b1b Resort Condo 2 Blocks to Clearwater Beach is a apartment in Pinellas County, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, parking, free parking, and bbq facilities.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,250.

From$140/night

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Vacation rentals with parking in Pinellas County, FL

Find vacation rentals that make arriving by car easier.

8 ★ 1 reviews

Emerald Isle 103

Condo, Pinellas County

Emerald Isle 103 is a condo in Pinellas County, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Emerald Isle 103

Emerald Isle 103 is a condo in Pinellas County, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, beachfront, beach front, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,247.

From$234/night

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Clearwater Holiday Home

Holiday Home, Pinellas County

Clearwater Holiday Home is a holiday home in Pinellas County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Clearwater Holiday Home

Clearwater Holiday Home is a holiday home in Pinellas County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,249.

From$270/night

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Poinsettia Paradise #450

Holiday Home, Pinellas County

Poinsettia Paradise #450 is a holiday home in Pinellas County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Poinsettia Paradise #450

Poinsettia Paradise #450 is a holiday home in Pinellas County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, paid parking, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,394.

From$130/night

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Emerald Isle 204

Condo, Pinellas County

Emerald Isle 204 is a condo in Pinellas County, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Emerald Isle 204

Emerald Isle 204 is a condo in Pinellas County, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, beachfront, beach front, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,745.

From$182/night

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Vacation rentals with a kitchen in Pinellas County, FL

Compare stays with kitchen access for longer trips and easier meals.

Walk to Redington Beach: Renovated Duplex w/ Patio

Cottage, Pinellas County

Walk to Redington Beach: Renovated Duplex w/ Patio is a cottage in Pinellas County, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Walk to Redington Beach: Renovated Duplex w/ Patio

Walk to Redington Beach: Renovated Duplex w/ Patio is a cottage in Pinellas County, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,557.

From$297/night

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Beachfront Condo w/ Pool in Redington Shores

Apartment, Pinellas County

Beachfront Condo w/ Pool in Redington Shores is a apartment in Pinellas County, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Beachfront Condo w/ Pool in Redington Shores

Beachfront Condo w/ Pool in Redington Shores is a apartment in Pinellas County, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,366.

From$517/night

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3442 Azalea Pl

Cottage, Pinellas County

3442 Azalea Pl is a cottage in Pinellas County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About 3442 Azalea Pl

3442 Azalea Pl is a cottage in Pinellas County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $16,770.

From$2,053/night

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